3D Mol Similar

Streptomycin sulfate

: Iupac Name：2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid; CAS No.: 3810-74-0; Molecular Weight：679.65; Modify Date.: 2022-12-12 22:11; Introduction: An antibacterial. White to light gray or pale buff powder with faint amine-like odor. View more+

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1. Names and Identifiers

: 1.1 Name; Streptomycin sulfate; 1.2 Synonyms; 1,1&rsquo-{1-D-(1,3,5/2,4,6)-4-[5-deoxy-2-O-(2-deoxy-2-methylamino-α-L-glucopyranosyl)-3-C-formyl-α-L-lyxofuranosyloxy]-2,5,6-trihydroxycyclohex-1,3-ylene}diguanidine sulfate (2:3) (salt) 2-[(1S,2R,3S,4S,5R,6S)-5-(diaminomethylideneamino)-2-[(2R,3S,4S,5R)-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-methylamino-oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-oxolan-2-yl]oxy-3,4,6-trihydroxy-cyclohexyl]guanidine D-Streptamine, O-2-deoxy-2-(methylamino)-a-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-a-L-lyxofuranosyl-(1->4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) EINECS 223-286-0 MFCD00037023 N,N'-[(1R,2R,3S,4R,5R,6S)-4-[[5-deoxy-2-O-[2-deoxy-2-(methylamino)-α-L-glucopyranosyl]-3-C-formyl-α-L-lyxofuranosyl]oxy]-2,5,6-trihydroxy-1,3-cyclohexanediyl]bis[guanidine] sulfate (2:3) O-2-Deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N,N'-bis(aminoiminomethyl)-D-streptamine sulfate O-2-Deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-D-Streptamine sulfate (2:3) salt O-2-deoxy-2-methylamino-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-formyl-α-L-lyxofuranosyl-(1→4)-N1,N3-diamidino-D-streptamine sulfate (2:3) (salt) Strep-sol Streptomyc Streptomycin 2/3 Sulfate Streptomycin (sulfate) Streptomycin sulfate salt Streptomycin Sulphate Verstrep; View all

1.3 CAS No.: 3810-74-0

1.4 CID: 19648

1.5 EINECS(EC#): 223-286-0

1.6 Molecular Formula: C21H41N7O16S (isomer)

1.7 Inchi: InChI=1/C21H39N7O12.H2O4S/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35;1-5(2,3)4/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28);(H2,1,2,3,4)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+;/s2

1.8 InChIkey: CFCMMYICHMLDCC-YPACTDFVNA-N

1.9 Canonical Smiles: OS(O)(=O)=O.[H][C@@]1(O[C@H]2[C@H](O[C@@]3([H])[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]3NC(N)=N)O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1NC

1.10 Isomers Smiles: C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)O.C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O

2. Properties

2.1 Density: 1.2302 (rough estimate)

2.1 Melting point: >185°C (dec.)

2.1 Boiling point: 948.2 °C at 760 mmHg

2.1 Refractive index: -85 ° (C=1, H2O)

2.1 Flash Point: 527.3 °C

2.1 PSA: 911.80000

2.1 logP: -8.65400

2.1 Solubility: H2O: 0.1?g/mL, clear

2.2 Appearance: Streptomycin sulfate (2:3) (salt) appears as an antibacterial. White to light gray or pale buff powder with faint amine-like odor.

2.3 Storage: Store at -20°C.

2.4 Chemical Properties: White or white-like powder, odorless, slightly bitter taste, hygroscopic, soluble in water, easily soluble in water and relatively stable, insoluble in ethanol or chloroform, be stable under dry condition, can be sealed from light for more than four years with efficacy unchanged, the aqueous solution can be stored at room temperature pH3~7 for 2 to 4 weeks, in the case of acid, alkali, oxidizing agents, it is easily damaged and lose effect.

2.5 Color/Form: white to off-white

2.6 PH: pH (100g/l, 25℃) : 4.5～7.0

2.7 Water Solubility: H2O: >=0.01 G/100 ML AT 18 oC

2.8 Spectral Properties: MAX ABSORPTION (0.2 M H3BO3): 280 NM (A= 2, 1%, 1 CM); (PH 9.4 BORATE BUFFER): 318 NM (A= 2, 1%, 1 CM)

2.9 Stability: Stable. Incompatible with strong oxidizing agents.

2.10 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 General Description: An antibacterial. White to light gray or pale buff powder with faint amine-like odor.

3.2 Purification Methods: The sulfate is recrystallised from H2O/EtOH, washed with a little EtOH, Et2O and dried in a vacuum. [UV and IR: Grove & Randall Antibiotics Monographs 2 163 1855, Heuser et al. J Am Chem Soc 75 4013 1953, Kuehl et al. J Am Chem Soc 68 1460 1946, Regna et al. J Biol Chem 165 631 1946.] During protein synthesis it inhibits initiation and causes misreading of mRNA [Zierhut et al. Eur J Biochem 98 577 1979, Chandra & Gray Methods Enzymol 184 70 1990]. [Beilstein 18/11 V 82.] Streptomycin sulfate Preparation Products And Raw materials Raw materials

3.3 Usage: It is used for treating tuberculosis, Brinell and non-hemolytic hammer bacillus caused infectious endocarditis, plague and tularemia, Haemophilus influenzae and gram-negative bacilli caused infections.

4. Safety and Handling

4.1 Symbol: GHS07, GHS08

4.1 Hazard Codes: Xn,Xi

4.1 Signal Word: Warning

4.1 Risk Statements: 22-36/37/38-63-42/43

4.1 Safety Statements: 26-36-36/37-45-22-60

4.1 Exposure Standards and Regulations: A tolerance of zero is established for residues of streptomycin in the uncooked edible tissues of chickens, turkeys, and swine, and in eggs.
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

4.2 Fire Hazard: Flash point data for Streptomycin sulfate are not available, however Streptomycin sulfate is probably combustible.

4.3 Hazard Declaration: H302-H361

4.3 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Streptomycin is unstable to heat and does not accumulate in the soil. Therefore, disposal by incineration or burial should not result in harm to the environment. Recommendable methods: Incineration & landfill. Not recommendable method: Discharge to sewer. Peer review: Do not landfill in a recognizable form. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

4.4 RIDADR: OTH

4.4 Safety Profile: Poison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. An experimental teratogen. Human systemic effects by intraperitoneal route: flaccid paralysis without anesthesia, motor activity changes and pulmonary changes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also STREPTOMYCIN and SULFATES.

4.5 Caution Statement: P281

4.5 Formulations/Preparations: STREPTOMYCIN SULFATE, USP, IS SUPPLIED FOR PARENTERAL INJECTION EITHER AS A STERILE DRY POWDER OR IN STERILE SOLN. EACH VIAL CONTAINS THE EQUIV OF 1 OR 5 G OF THE BASE; SOLN, WHICH ARE STABLE FOR MONTHS, CONTAIN 500 MG/ML. /STREPTOMYCIN SULFATE/
Streptomycin is usually avail as the trihydrochloride, trihydrochloride-calcium chloride double salt, phosphate, or sesquisulfate, which occurs as granules or powder.
Agrimycin 100: 15% streptomycin, 1.5% Terramycin (Oxytetracycline)... Dusts, 0.1-0.2%; Wettable powder 8.5-62.5%. May be combined with copper.
This antibiotic is marketed as the sulfate or nitrate under the trade names Agrimycin 17, AG-Strep, and Phytomycin by Pfizer, Merck, and Olin Mathieson.
Units: one unit equals one microgram of pure crystalline streptomycin base.
Combinations: Streptomycin-oxytetracycline mixture; streptomycin-tetracycline hydrochloride mixture
Agri-Mycin 17, Agri-Strep, Plantomycin

4.6 WGK Germany: 3

4.6 RTECS: WK4990000

4.6 Safety: Moderately toxic by ingestion and subcutaneous routes. Human teratogenic effects by intramuscular route: developmental abnormalities of the eye and ear. When heated to decomposition it emits very toxic fumes of SO_x and NO_x. See also STREPTOMYCIN and SULFATES.

4.7 Specification: ?Streptomycin sulfate , ever using CAS.:?298-39-5, its cas register number is 3810-74-0.

4.8 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
hamster	LD50	oral	400mg/kg (400mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Toxicology and Applied Pharmacology. Vol. 14, Pg. 510, 1969.
infant	TDLo	intraperitoneal	170mg/kg (170mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	British Medical Journal. Vol. 1, Pg. 557, 1961.
mouse	LD50	intravenous	90200ug/kg (90.2mg/kg)	?	Antibiotiki. Vol. 18, Pg. 444, 1973.
mouse	LD50	oral	430mg/kg (430mg/kg)	?	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 106, 1982.
mouse	LD50	subcutaneous	403mg/kg (403mg/kg)	?	Antibiotics Annual. Vol. 4, Pg. 574, 1956/1957.
rat	LD50	oral	430mg/kg (430mg/kg)	?	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 106, 1982.
rat	LD50	subcutaneous	600mg/kg (600mg/kg)	?	Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 597, 1962.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H317 May cause an allergic skin reaction H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. Other Information

6.0 Merck: 14,8826

6.1 BRN: 3894995

6.2 Streptomycin sulfate: Streptomycin sulfate is the sulfate form of streptomycin. Streptomycin class antibiotics are produced by the soil-living Actinomyces Streptomyces. Streptomycin is the first emerging drug which has been proven to be an effective chemotherapy drug in treating tuberculosis. This product must be injected intramuscularly which makes it be limited for long-term application. Streptomycin, obtained from Streptomyces, is currently the most effective and also the least toxic antibiotics for application outside the gastrointestinal tract.This product is a kind of fungicides which may be due to its direct effect on the bacterial ribosome, and the resulting effective inhibition of protein synthesis. It is mainly used for treating extracellular (including the cavity) Mycobacterium tuberculosis.
Streptomycin sulfate has a strong antibacterial effect against Mycobacterium tuberculosis but has only a mild antibacterial effect on most Gram-positive cocci (such as various Streptococcus) and tuberculosis (such as Pseudomonas aeruginosa, anaerobic). However, it still has a strong antibacterial effect on many Gram negative bacteria. The product is effective in treating a variety of skin tuberculosis with an effect of inhibiting the proliferation of Mycobacterium tuberculosis and the production of toxin. Moreover, at high concentrations (> 0.4 μg/mL), it has bactericidal effect. However, Mycobacterium tuberculosis can rapidly becomes resistance to streptomycin, and thus should be combined with other anti-TB drugs. Combing streptomycin sulfate with another approved parenteral-applied efficient fungicide, isoniazid can immediately yield a significant effect on treating susceptible bacteria. It often has resurrecteding effect in some critical situations.
Using streptomycin sulfate for treatment during the first few weeks or months of treatment can achieve the largest efficacy perhaps because of parenteral application of the strain. Serum concentrations can increase rapidly thus seems to further enhance the oral administration efficacy. Even for efficient drugs like ethambutol and isoniazid can also benefit from the compatibility of this product.
Clinical studies have shown: the four-drug therapy including streptomycin, rifampin, isoniazid and pyrazinamide can produce the strongest bactericidal effect. Treating with this therapy for two months and further treatment with isoniazid and rifampicin for 4 months can yield an efficacy which is comparable to efficacy of any other kinds of therapy being used for treating susceptible bacterial infections (Algeria Study group/British Medical Research Council, 1984; Snider, etc., 1984B, 1986).; View all

6.3 Physical and Chemical Properties: White or white-like powder, odorless, slightly bitter taste, hygroscopic, soluble in water, easily soluble in water and relatively stable, insoluble in ethanol or chloroform, be stable under dry condition, can be sealed from light for more than four years with efficacy unchanged, the aqueous solution can be stored at room temperature pH3~7 for 2 to 4 weeks, in the case of acid, alkali, oxidizing agents, it is easily damaged and lose effect.

6.4 Pharmacological effects: Streptomycin sulfate has antibacterial effects on most Gram-positive and Gram-negative bacteria especially has a strong antibacterial effects on a variety of Gram-negative bacteria such as Escherichia.coli, Salmonella, Pasteurella, Brucella, Klebsiella pneumoniae, Shigella, gas production Bacillus, Burkholderia pseudomallei. This product is a first-choice for anti-tuberculosis drug which has a relative strong effect on Mycobacterium tuberculosis. It has a strong inhibitory effect at low concentrations and has bactericidal effect at high concentrations. However, due to that only 10% can penetrate cells, so it is ineffective to kill intracellular Mycobacterium tuberculosis but can only kill extracellular Mycobacterium tuberculosis. It has a stronger bactericidal effect on breeding bacteria than bacteria in stationary phase. Being different from penicillin, its bactericidal rate is proportional to the concentration. Its antibacterial activity is strongest at pH 7.8 but is greatly reduced when pH drop to below 6.0.
Agricultural antibiotic streptomycin sulfate belongs to antibiotics-class fungicides which can be used for preventing and treating a variety of bacterial disease for crops; it also has some prevention and treatment effect on some fungal diseases. According to our pesticide toxicity grading standards, streptomycin belong to low toxicity fungicides. For original drug with acute oral administration, rat LD50> 9 000mg /kg body weight. It can cause allergic skin reaction.; View all

6.5 Pharmacodynamics: After streptomycin sulfate enter into the body tissue through the cell membranes of pathogenic microorganisms, it binds to specific receptor proteins of the 30S ribosome subunit in pathogenic microorganisms and interfere with the formation of the protein translation initiation complex between the mRNA and the 30S subunit which cause DNA errors as well as causing the completion with paired amino acids from unpaired amino acids rivalry, resulting in the synthesis of non-functional protein, so that pathogenic microorganisms polysome are dissociated, causing the ultimate failure of protein synthesis, and further causing the death of pathogenic microorganisms.

6.6 Pharmacokinetics: Drug through intramuscular injection is well absorbed. It is widely distributed in the body's organs and tissues, but can rarely penetrate through the blood-brain barrier for entering into the brain tissue. Pharmaceuticals are primarily located in the extracellular fluid and can enter the bile, chest, ascites, tuberculous abscess, and cheese-like tissue; high drug concentrations can be detected in urine. It can also enter into the fetal tissue through the placenta. It only has a protein binding rate as low as 20% to 30%. Upon intramuscular injection of 1g drugs, plasma concentration reaches peak 25~50μg/mL in 0.5~1.5 h with a half-life of 2.5~3h. Within 24 h, 80%~98% of the administered dose is excreted out from the urine with about 1% being discharged from the bile, and also a very small amount discharged from the saliva and breast milk.

6.7 Clinical application: This product is effective against Gram-positive bacteria and gram-negative bacteria. But it is less effective than penicillin G in treating Gram-positive bacteria such as Streptococcus pneumoniae bacteria, and has no effects on Rickettsia, protozoa, viruses and fungi; It has a good effect on treating Mycobacterium tuberculosis and many kinds of gram-negative bacteria such as Escherichia.coli, Brucella, gas, influenza bacillus, Shigella, and Yersinia pestis. The main clinical application is used for the treatment of Mycobacterium tuberculosis induced diseases cuh as tuberculosis, bone tuberculosis, lymphatic, intestinal tuberculosis, tuberculous meningitis and meningitis caused by susceptible strains, pneumonia, sepsis, empyema, pleurisy, peritonitis, etc., It can also be used for treating infection of urinary tract and respiration system caused by susceptible strains.

6.8 Drug Interactions: 1. Combination of Streptomycin and penicillin or cephalosporins has synergistic effect.
2. its antibacterial activity can be enhanced in alkaline environment, and being used in combination with basic drugs (such as sodium bicarbonate) can further enhance the antimicrobial potency.
3. Cations such as Ca2 +, Mg2 +, Na+, NH4+, K+ inhibit the antibacterial activity of the product.
4. Combination of streptomycin sulfate with cephalosporins, erythromycin can enhance the ototoxicity of this class of drugs.

6.9 Side effects: The adverse reactions of streptomycin are both more and more serious than penicillin. Ototoxicity is the most serious adverse reactions of streptomycin. This product can often badly affect lthe vestibular branches of the listening nerve, causing nausea, vomiting and dizziness. The incidence of ototoxicity is directly related to the dose and duration of treatment. Old age and renal dysfunction is the main cause. Hearing loss may occurs and often permanently in some severe cases. The neurotoxicity of this product can cause respiratory paralysis (due to neuromuscular blockade). Patients who have just been subject to anesthesia and muscle relaxants are especially prone to get these adverse reactions.
Streptomycin-induced renal toxicity only occasionally occurs, but if the patents who originally has a reduced kidney function or has been applied with kidney-toxic drugs at the same time can increase the incidence. Thereby they should avoid the simultaneous or sequential application of other neurotoxic or nephrotoxic drugs.
Since for over 65 years old men, the ototoxicity and renal toxicity are quite common, therefore for this age group, streptomycin should try to be avoided. For all the cases, the patients should be subject to basic and regular audiometric and vestibular caloric test.
In proper use, streptomycin toxicity rarely occurs with most patients being tolerated well. Individual patients can rapidly get transient headaches or discomfort after injection. The incidence of irrelevant paresthesias in the face (especially perioral) is about 15% in all the cases with sometimes also being accompanied by tingling hands.
During the first few weeks of treatment of streptomycin, allergic reactions occasionally occur but not as frequently as amino salicylic acid and also generally not as seriously as amino salicylic acid and isoniazid. Anaphylactic shock and hematological reactions such as increased acidity cells, agranulocytosis, and aplastic anemia have also been sporadically reported before.
The teratogenicity effect of this product has been already confirmed by animal experiments. This product is not suitable for use in the early three months of pregnancy as well as the later-half period of pregnancy. Moreover, the total dose should not be allowed to exceed 20g in order to prevent congenital deafness.
Mother who applied this drug can have trace amount entering into milk when serum concentration have achieved therapeutic levels.; View all

6.10 Precautions: Allergy history must be asked before administration. For patients with no history of allergy, skin test must be done in order to confirm negative result before administration. Upon skin test, take 00mg/0.1ml of the dilution solution for intradermal injection and observe for 15min. Patients with poor liver function should be cautious when using. Injection should not be mixed with the salt of penicillin G which will cause the change of solution pH during mixing, resulting in a reduced potency of penicillin.
During the course of medication, when adverse reactions such as dizziness, hearing loss, and tinnitus occur, stop using the drug immediately and reduce the dose if necessary. Infants should take with caution.
For elderly people, application of drugs can cause many kinds of toxic reactions. Thereby, renal function should be monitored in the course of treatment; It can cause the overestimation of the determined value of alanine aminotransferase, aspartate aminotransferase, serum bilirubin concentration and serum concentration of lactate dehydrogenase as well as the determined value of calcium, magnesium, potassium, sodium; Pay attention to the electrical diagram and the renal function of the patients.; View all

6.11 Uses: It is used for treating tuberculosis, Brinell and non-hemolytic hammer bacillus caused infectious endocarditis, plague and tularemia, Haemophilus influenzae and gram-negative bacilli caused infections.

6.12 Chemical Properties: White to off-white powder

6.13 Uses: Antibiotic substance produced by aerobic fermentation. Antibacterial (tuberculostatic).

6.14 Uses: Streptomycin sulfate is a sulfate salt of streptomycin that is a protein synthesis inhibitor. Streptomycin is an antibiotic drug, the first of a class of drugs called aminoglycosides to be discovered, and was the first antibiotic remedy for tuberculosis.

6.15 Uses: Triacetine

6.16 Brand name: Strycin (Bristol-Myers Squibb).

6.17 General Description: An antibacterial. White to light gray or pale buff powder with faint amine-like odor.

6.18 Air & Water Reactions: Hygroscopic. Water soluble.

6.19 Reactivity Profile: Streptomycin sulfate is a medicinal amino saccharide.

6.20 Health Hazard: SYMPTOMS: Symptoms of exposure to Streptomycin sulfate include skin rashes, eosinophilia, blood dyscrasias, stomatitis, anaphylactic shock, pruritus, scaling, and fever.

6.21 Fire Hazard: Flash point data for Streptomycin sulfate are not available, however Streptomycin sulfate is probably combustible.

6.22 Clinical Use: Streptomycin sulfate is a white, odorless powder that is hygroscopicbut stable toward light and air. It is freely solublein water, forming solutions that are slightly acidic or nearlyneutral. It is very slightly soluble in alcohol and is insolublein most other organic solvents. Acid hydrolysis yields streptidineand streptobiosamine, the compound that is a combinationof L-streptose and N-methyl-L-glucosamine.
Streptomycin acts as a triacidic base through the effectof its two strongly basic guanidino groups and the moreweakly basic methylamino group. Aqueous solutions maybe stored at room temperature for 1 week without any lossof potency, but they are most stable if the pH is between 4.5and 7.0. The solutions decompose if sterilized by heating,so sterile solutions are prepared by adding sterile distilledwater to the sterile powder. The early salts of streptomycincontained impurities that were difficult to remove andcaused a histamine-like reaction. By forming a complexwith calcium chloride, it was possible to free the streptomycinfrom these impurities and to obtain a product thatwas generally well tolerated.
The organism that produces streptomycin, S. griseus, alsoproduces several other antibiotic compounds: hydroxystreptomycin,mannisidostreptomycin, and cycloheximide (q.v.).Of these, only cycloheximide has achieved importance as amedicinally useful substance. The term streptomycin A hasbeen used to refer to what is commonly called streptomycin,and mannisidostreptomycin has been called streptomycin B.Hydroxystreptomycin differs from streptomycin in having ahydroxyl group in place of one of the hydrogen atoms of thestreptose methyl group. Mannisidostreptomycin has a mannoseresidue attached in glycosidic linkage through the hydroxylgroup at C-4 of the N-methyl-L-glucosamine moiety.The work of Dyer et al. to establish the stereochemicalstructure of streptomycin has been completed, and confirmedwith the total synthesis of streptomycin and dihydrostreptomycinby Japanese scientists.; View all

6.23 Safety Profile: Poison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. An experimental teratogen. Human systemic effects by intraperitoneal route: flaccid paralysis without anesthesia, motor activity changes and pulmonary changes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also STREPTOMYCIN and SULFATES.

6.24 Usage: Inhibits initiation and causes misreading of rRNA in protein synthesis Streptomycin sulfate is used to study the mechanisms of streptomycin resistance. It is used to inhibit bacterial contamination in cell culture applications in association with penicillin. It is an antibiotic drug initially used for tuberculosis treatment. It inhibits protein synthesis by binding to 30S ribosomal subunit, which induces the misreading of the genetic code. It is involved in the initiation of translation of DNA, thereby results in death for a susceptible bacterium. Further, it controls bacterial and fungal diseases of certain fruit, vegetables, seed, ornamental crops and algae in ornamental ponds and aquaria

6.25 Reactive Group: Alcohols and Polyols

6.26 Reactivity Profile: STREPTOMYCIN SULFATE (2:3) (SALT) is a medicinal amino saccharide.

6.27 Fire Hazards: Flash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)

6.28 Nonfire Spill Response: SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under refrigerated temperatures, and protect it from moisture. (NTP, 1992)

6.29 Personal Protective Equipment: RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

6.30 Mesh: Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

6.31 First Aid: EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992); View all

6.32 Mesh Entry Terms: Estreptomicina CEPA

6.33 Manufacturing Info: D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-formyl-.alpha.-L-lyxofuranosyl-(1.fwdarw.4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3): ACTIVE

6.34 Use Classification: Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

6.35 Purification Methods: The sulfate is recrystallised from H2O/EtOH, washed with a little EtOH, Et2O and dried in a vacuum. [UV and IR: Grove & Randall Antibiotics Monographs 2 163 1855, Heuser et al. J Am Chem Soc 75 4013 1953, Kuehl et al. J Am Chem Soc 68 1460 1946, Regna et al. J Biol Chem 165 631 1946.] During protein synthesis it inhibits initiation and causes misreading of mRNA [Zierhut et al. Eur J Biochem 98 577 1979, Chandra & Gray Methods Enzymol 184 70 1990]. [Beilstein 18/11 V 82.]

7. Computational chemical data

Molecular Weight: 679.65g/mol
Molecular Formula: C₂₁H₄₁N₇O₁₆S
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 1456.4334786
Monoisotopic Mass: 1456.4334786
Complexity: 1020
Rotatable Bond Count: 18
Hydrogen Bond Donor Count: 30
Hydrogen Bond Acceptor Count: 42
Topological Polar Surface Area: 922
Heavy Atom Count: 95
Defined Atom Stereocenter Count: 30
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 5
CACTVS Substructure Key Fingerprint: AAADcfB//gBgAAAAAAAAAAAAAAAAASJAAAA0aIEAAAAAAAAAAAAAHgAQCAAADHzxgAcDCALABoAoAAgQpDIAAAEAAAAAAIFIAAATEBYAwAAnQAAHMAAXAAHycA8KAAAAAAAAAAACgAAUCACgAAAAAAAAAA==

8. Question & Answer

What is the role of Streptomycin sulfate in disease treatment? Apr 12 2023
Dealing with various diseases can be a real headache, but thankfully, the emergence of antibiotics has helped suppress them and achieve effective treatment. One such drug component that has gained att..
Are all the agricultural Streptomycin sulfate on the market fake? Mar 18 2023
First of all, let me make it clear that all the agricultural Streptomycin sulfate currently available and sold in the market are fake pesticides, without exception! As early as May 2011, the 9th meeti..
What is the dosage and usage of Streptomycin sulfate? Nov 02 2022
Streptomycin sulfate is an antibiotic drug belonging to the aminoglycoside class, particularly effective against Mycobacterium tuberculosis. It has excellent antibacterial properties, leading to rapid..
What are the considerations for using Streptomycin sulfate? Sep 08 2021
Streptomycin sulfate is a substance that can be used in combination with anti-tuberculosis drugs. This class of drugs is commonly used in clinical practice to treat various tuberculosis diseases caus..

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