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Home> Encyclopedia >Pharmaceutical Intermediates>Antibiotic and antimicrobial agents>Organic Intermediate
Amoxicillin structure
Amoxicillin structure

Amoxicillin

Iupac Name:(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS No.: 26787-78-0
Molecular Weight:365.40416
Modify Date.: 2022-11-25 02:27
Introduction:

Amoxicillin is a moderate- spectrum, bacteriolytic, β-lactam antibiotic.Target: AntibacterialAmoxicillin is a moderate-spectrum, bacteriolytic, β-lactam antibiotic in the aminopenicillin family used to treat bacterial infections caused by susceptible Gram-positive and Gram-negative microorganisms. It is usually the drug of choice within the class because it is better-absorbed, following oral administration, than other β-lactam antibiotics. Amoxicillin is susceptible to degradation by β-l

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1. Names and Identifiers
1.1 Name
Amoxicillin
1.2 Synonyms

(-)-6-[2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (2S,5R,6R)-6-{(E)-[(2R)-2-Amino-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-{[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [2S,5R,6R]-6-[[[2R]-Amino[4-hydroxyphenyl]acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid [2S-[2a,5a,6b(S*)]]-6-[[Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(1E,2R)-2-amino-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-(2R)-amino(4-hydroxyphenyl)acetylamino-3,3-dimethyl-7-oxo-, (2S,5R,6R)- 6-(p-Hydroxy-a-aminophenylacetamido)penicillanic Acid 6-(p-Hydroxy-α-aminophenylacetamido)penicillanic acid 6-[D(-)-a-Amino-p-hydroxyphenylacetamido]penicillanic Acid a-Amino-p-hydroxybenzylpenicillin Abdimox Acimox Actimoxi Adbiotin Agerpen A-Gram Alfamox Alphamox Amagesen Solutab Amcill Amodex Amo-flamsian Amoflux amolin Amopen Amophar Amoran Amosine AMOX Amoxa Amoxal Amoxapen Amoxaren Amoxcillin amoxi Amoxi-basan Amoxibiotic AMOXICILLIN 3-HYDRATE AMOXICILLIN TRIHYDRATE(FOR SUSPENSION.) AMOXICILLIN USP(CRM STANDARD) Amoxicillin-ratiopharm Amoxidal Amoxi-Diolan Amoxihexal amoxil Amoxillat Amoxillin Amoxin Amoxina Amoxine Amoxipen Amoxipenil Amoxisol Amoxivan Amoxi-wolff Amoxtrex Amoxy amoxycillin AMOXYCILLIN COMPACTED Amoxy-diolan Ampidroxyl Anemol Apitart Apo-Amoxi Audumic Azillin Bactamox Bimox Bintamox Biomox Bioxidona Bioxyllin blp1410 Bridopen Ciblor Cilamox Clamox clavulanate Coamoxin Comoxyl D-(-)-a-amino-p-hydroxybenzylpenicillintrydrate D-(-)-α-amino-p-hydroxybenzyl penicillin trihydrate Damoxicil Draximox Dura AX Efpinex EINECS 248-003-8 Eupen Excillin Farconcil Fisamox Flemoxine Foxolin Fullcilina Galenamox Gemox Gimalxina Gomcillin Gramidil Grinsul Grunamox Hidramox Himinomax Hipen Hosboral Ikamoxil Imaxilin Imox Imoxil Intermox Isimoxin Izoltil Jerramcil Kamoxin Kentrocyllin Lamoxy Larocilin Limox Majorpen Matasedrin Maxcil Medimox Meixil MFCD00072029 Mopen Morgenxil MOx Moxaline Moxarin Moxcil Moxilen Moxlin Moxylin Moxypen Moxyvit Novabritine Novamoxin Novenzymin Optium Ospamox Pacetocin Pamocil Pamoxicillin Paradroxil Pasetocin Penbiosyn PENSYN Posmox Protexillin Rancil Ranmoxy Ranoxyl Reloxyl Rhamoxilina Robamox Rocillin Ronemox Saltermox Samosillin Samthongcillin Sawamezin Senox Sia-mox Sigmopen Sil-A-mox Simplamox Sintopen Specillin sumox Superpeni Suramox PM Teramoxyl Tolodina Triafamox Triamoxil Trilaxin Trimox Twicyl Uro-clamoxyl Utimox Velamox Virgoxillin Winmox Yisulon Zamocillin Zamocilline Zamox Zamoxil Zerrsox Zimox α-Amino-p-hydroxybenzylpenicillin

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1.3 CAS No.
26787-78-0
1.4 CID
33613
1.5 EINECS(EC#)
248-003-8
1.6 Molecular Formula
C16H19N3O5S (isomer)
1.7 Inchi
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
1.8 InChIkey
LSQZJLSUYDQPKJ-NJBDSQKTSA-N
1.9 Canonical Smiles
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C
1.10 Isomers Smiles
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C
2. Properties
2.1 Density
1.54
2.1 Melting point
[194]
2.1 Boiling point
743.2 °C at 760 mmHg
2.1 Refractive index
1.745
2.1 Flash Point
403.3 °C
2.1 Precise Quality
365.10500
2.1 PSA
158.26000
2.1 logP
1.05280
2.1 Solubility
Do you have solubility information on this product that you would like to share
2.2 Appearance
Solid
2.3 Chemical Properties
solid
2.4 Color/Form
Powder
2.5 Contact Allergens
Amoxicillin is both a topical and a systemic sensitizer.Topical sensitization occurs in health care workers.Systemic drug reactions are frequent, such as urticaria,maculo-papular rashes, baboon syndrome, acute generalizedexanthematous pustulosis, or even toxic epidermalnecrosis. Cross-reactivity is common withampicillin, and can occur with other penicillins.
2.6 Odor
Penicillin-type odor
2.7 pKa
pKa 2.4 (Uncertain)
2.8 Water Solubility
10.7 [ug/mL]
2.9 Spectral Properties
SPECIFIC OPTICAL ROTATION: +248 DEG TO +268 DEG
2.10 Stability
Stable. Incompatible with strong oxidizing agents.
2.11 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Definition
ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group.
3.2 Methods of Manufacturing
It is obtained by condensation of 6-APA and N-(3-ethoxycarbonyl-1-methylvinyl) p-hydroxyphenylglycine sodium salt.?6-APA is an important raw material for the production of various semi-synthetic penicillins.?At present, the industry uses large amounts of penicillin amidase produced by microorganisms to cleave natural penicillin (penicillin G or penicillin V).
3.3 Usage
Antibacterial;Bacterial transpeptidase inhibitor
4. Safety and Handling
4.1 Symbol
GHS08
4.1 Hazard Codes
Xn
4.1 Signal Word
Danger
4.1 Risk Statements
R42/43
4.1 Safety Statements
S22;S36/37
4.1 Exposure Standards and Regulations
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 Hazard Declaration
H317-H334
4.2 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.
4.3 RIDADR
NONH for all modes of transport
4.3 Caution Statement
P261-P280-P342 + P311
4.3 Formulations/Preparations
AMOXICILLIN (AMOXIL, LAROTID) IS AVAILABLE FOR ORAL USE IN CAPSULES (250 OR 500 MG), AS ORAL SUSPENSION (125 OR 250 MG/5 ML), & AS PEDIATRIC DROPS (50 MG/ML).
4.4 WGK Germany
2
4.4 RTECS
XH8300000
4.4 Safety

Hazard Codes :?HarmfulXn,IrritantXi
Risk Statements : 42/43?
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements : 22-36/37?
S22:Do not breathe dust.?
S36/37:Wear suitable protective clothing and gloves.
WGK Germany : 2
RTECS : XH8300000

4.5 Specification

? Amoxicillin ,?its cas register number is 26787-78-0. It also can be called?6-(D-(-)-alpha-Amino-p-hydroxyphenylacetamido)penicillanic acid ; 6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillin ; 6-(p-Hydroxy-alpha-aminophenylacetamido)penicillanic acid?; Amoclen ; Amolin ; Amopenixin ; Amoxi ; Amoxi-Mast ;Amoxicaps ; Amoxicilina ; Amoxicillin pediatric ; Amoxicilline ; Amoxicillinum Amoxiden ; Amoxil ; Amoxivet ; D-(-)-alpha-Amino-p-hydroxybenzylpenicillin ; D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid ; D-Amoxicillin ; Delacillin ; DisperMox ; Hiconcil ; Histocillin ; Ibiamox ; Imacillin ; Larotid ; Metafarma capsules ; Metifarma capsules ; Moxacin ; Moxal ; Wymox ; alpha-Amino-p-hydroxybenzylpenicillin ; p-Hydroxyampicillin .

4.6 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 300mg/kg (300mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Clinical Pediatrics Vol. 32, Pg. 735, 1993.
child TDLo oral 682mg/kg (682mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

KIDNEY, URETER, AND BLADDER: HEMATURIA
Clinical Pediatrics Vol. 32, Pg. 735, 1993.
man TDLo oral 7143ug/kg (7.143mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Allergy. Vol. 52(Suppl,
man TDLo oral 40mg/kg/4D (40mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: OTHER CHANGES
Lancet. Vol. 2, Pg. 707, 1978.
mouse LD50 intracrebral > 500mg/kg (500mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS Chemotherapy Vol. 26, Pg. 196, 1980.
mouse LD50 intraperitoneal 3590mg/kg (3590mg/kg) ? Drugs in Japan Vol. -, Pg. 59, 1990.
mouse LD50 oral > 25gm/kg (25000mg/kg) ? Drugs in Japan Vol. 6, Pg. 38, 1982.
mouse LD50 subcutaneous > 20mg/kg (20mg/kg) ? Drugs in Japan Vol. -, Pg. 59, 1990.
rat LD50 intraperitoneal 2870mg/kg (2870mg/kg) ? Drugs in Japan Vol. -, Pg. 59, 1990.
rat LD50 oral > 15gm/kg (15000mg/kg) ? Drugs in Japan Vol. 6, Pg. 38, 1982.
rat LD50 subcutaneous > 8gm/kg (8000mg/kg) ? Drugs in Japan Vol. -, Pg. 59, 1990.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin sensitization, Category 1

Respiratory sensitization, Category 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H317 May cause an allergic skin reaction

H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statement(s)
Prevention

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P272 Contaminated work clothing should not be allowed out of the workplace.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P284 [In case of inadequate ventilation] wear respiratory protection.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P333+P313 If skin irritation or rash occurs: Get medical advice/attention.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P342+P311 If experiencing respiratory symptoms: Call a POISON CENTER/doctor/...

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Merck
13,582
9.1 BRN
7507120
9.2 Brand Name(s)
Amoxicillin Amoxi-Tabs, Amoxi-Drops, Amoxi-Inject, Robamox-V, Biomox, and other brands; Amoxil, Trimox, Wymox, Polymox, (human forms); Amoxicillin trihydrate
9.3 Chemical Properties
solid
9.4 Originator
Arnoxil,Bencard,UK,1972
9.5 Uses
Antibacterial;Bacterial transpeptidase inhibitor
9.6 Definition
ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group.
9.7 Indications
Amoxycillin, like ampicillin, has a broad spectrum of use. Indications for use are the same as with ampicillin. Synonyms of this drug are amoxican, amoxil, larotid, robamox, trimox, vimox, utimox, and others. Undoubtedly, analogs of ampicillin that are substituted at the amine fragment of phenylglycine (azolcillin, mezlocillin, piperacillin) should be included in this same group of compounds.
9.8 Manufacturing Process
Ethyl chlorocarbonate (2.2 ml) was added to an ice cold solution of O,N-dibenzyloxycarbonyl-p-oxy-dl-α-aminophenylacetic acid (10 grams) and triethylamine (3.85 ml) in dry acetone (193 ml). The mixture was stirred at 0°C for 5 minutes during which triethylamine hydrochloride precipitated. The suspension was cooled to -30°C and stirred vigorously while adding as rapidly as possible an ice cold solution of 6-aminopenicillanic acid (5.85 grams) in 3% aqueous sodium bicarbonate (193 ml), the temperature of the mixture never being allowed to rise above 0°C. The resulting clear solution was stirred for 30 minutes at 0°C, and then for a further 30 minutes, without external cooling, and finally extracted with diethyl ether (3 x 200 ml) only the aqueous phase being retained.
This aqueous solution was brought to pH 2 by the addition of hydrochloric acid and the 6-(O,N-dibenzyloxycarbonyl-p-oxy-dl-α- aminophenylacetamido)penicillanic acid so liberated was extracted into diethyl ether (50 ml and 2 portions of 30 ml). The ether phase was washed with water (3 x 5 ml) and the water washings were discarded.
Finally, the penicillin was converted to the sodium salt by shaking the ether solution with sufficient 3% sodium bicarbonate to give a neutral aqueous phase, separating the latter and evaporating it at low pressure and temperature below 20°C. The product was finally dried over phosphorus pentoxide in vacuo to give sodium 6-(O,N-dibenzyloxycarbonyl-p-oxy-dl-α- aminophenylacetamido)-penicillanate (9.2 grams).
A suspension of palladium on calcium carbonate (36 grams of 5%) in water (150 ml) was shaken in an atmosphere of hydrogen at room temperature and atmospheric pressure for 1 hour. A neutral solution of sodium 6-(O,Ndibenzyloxycarbonyl- p-oxy-dl-α-aminophenylacetamido)penicillanate (9 grams) in water (100 ml) was then added and shaking in hydrogen was resumed for one hour. The suspension was then filtered and the collected catalyst was washed well with water without being allowed to suck dry between washings. The combined filtrate and washings were then brought to pH 6.5 with dilute hydrochloric acid and evaporated to dryness at reduced pressure and temperatures below 20°C. The product was finally dried over phosphorus pentoxide in vacuo to give a solid (5.4 grams) containing 6-(phydroxy- dl-α-aminophenylacetamido)penicillanic acid.
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9.9 Brand name
Amoxil (GlaxoSmithKline); Dispermox (Ranbaxy); Larotid (GlaxoSmithKline); Trimox (Apothecon) [Name previously used: Amoxycillin.].
9.10 Therapeutic Function
Antibacterial
9.11 Antimicrobial activity
The antibacterial spectrum is identical to that of ampicillin and there are few differences in antibacterial activity . Like ampicillin, amoxicillin is unstable to most β-lactamases. It has useful activity against Helicobacter pylori (<1% resistance), and is included in most combination regimens for the treatment of H. pylori infections.
9.12 Acquired resistance
There is complete cross-resistance with ampicillin. Its action against many β-lactamase-producing strains can be restored by co-administration with β-lactamase inhibitors.
9.13 Contact allergens
Amoxicillin is both a topical and a systemic sensitizer. Topical sensitization occurs in health care workers. Systemic drug reactions are frequent, such as urticaria, maculo-papular rashes, baboon syndrome, acute generalized exanthematous pustulosis, or even toxic epidermal necrosis. Cross-reactivity is common with ampicillin, and can occur with other penicillins.
9.14 Pharmacokinetics
Oral absorption: 75–90%
Cmax 500 mg oral: 5.5–7.6 mg/L after 1–2 h
500 mg intramuscular: c. 14 mg/L after 1–2 h
Plasma half-life: 1 h
Volume of distribution: 0.3 L/kg
Plasma protein binding: 17–20%
Absorption and distribution
Oral absorption produces over twice the peak concentration achieved by comparable doses of ampicillin, allowing less frequent dosing intervals. Absorption is unaffected by food. It is well-distributed in multiple body fluids, including pleural, peritoneal and middle ear fluid. It does not penetrate well into the CSF.
Metabolism and excretion
Some 10–25% is converted to the penicilloic acid. Between 50% and 70% of unchanged drug is recovered in the urine in the first 6 h after a dose of 250 mg. Plasma levels are elevated and prolonged by the administration of probenecid.
9.15 Clinical Use
Amoxicillin, 6-[D-(-)-α-amino-p- hydroxyphenylacetamido]penicillanic acid (Amoxil, Larotid, Polymox), a semisyntheticpenicillin introduced in 1974, is simply the p-hydroxyanalog of ampicillin, prepared by acylation of 6-APA with phydroxyphenylglycine.Its antibacterial spectrum is nearly identical with that ofampicillin, and like ampicillin, it is resistant to acid, susceptibleto alkaline and β-lactamase hydrolysis, andweakly protein bound. Early clinical reports indicated thatorally administered amoxicillin possesses significantadvantages over ampicillin, including more complete GIabsorption to give higher plasma and urine levels, lessdiarrhea, and little or no effect of food on absorption.50Thus, amoxicillin has largely replaced ampicillin for thetreatment of certain systemic and urinary tract infectionsfor which oral administration is desirable. Amoxicillin isreportedly less effective than ampicillin in the treatment ofbacillary dysentery, presumably because of its greater GIabsorption. Considerable evidence suggests that oral absorptionof α-aminobenzyl–substituted penicillins (e.g.,ampicillin and amoxicillin) and cephalosporins is, at leastin part, carrier mediated, thus explaining their generallysuperior oral activity.Amoxicillin is a fine, white to off-white, crystallinepowder that is sparingly soluble in water. It is available invarious oral dosage forms. Aqueous suspensions are stablefor 1 week at room temperature.
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9.16 Clinical Use
Isolates should be tested for susceptibility before use, especially for serious infections.
Ear, nose and throat infections other than pharyngitis, which may mask glandular fever
Tracheobronchitis, bronchitis, pneumonia
Genitourinary tract infections, including gonorrhea
Infections of skin and soft tissues due to streptococci and susceptible staphylococci
Helicobacter pylori infection (in combination with a proton pump inhibitor and at least one other antimicrobial agent such as clarithromycin)
Prophylaxis of endocarditis in patients undergoing dental treatment and other procedures
9.17 Storage Conditions
It is obtained by condensation of 6-APA and N-(3-ethoxycarbonyl-1-methylvinyl) p-hydroxyphenylglycine sodium salt.?6-APA is an important raw material for the production of various semi-synthetic penicillins.?At present, the industry uses large amounts of penicillin amidase produced by microorganisms to cleave natural penicillin (penicillin G or penicillin V).
9.18 Side effects
Amoxicillin is generally well tolerated, side effects being those common to penicillins, but including non-allergic rashes in patients with glandular fever. As the drug is well absorbed, diarrhea is generally infrequent and rarely sufficiently severe to require withdrawal of treatment.
9.19 Chemical Synthesis
Amoxycillin, [2S-[2α,5α,6β(S)]]-3,3-dimethyl-7-6-[[amino-(4-hydroxyphenyl)-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.21), is synthesized in two ways. The first uses an enamine protection of the amino group of 4-hydroxyphenylglycine, which begins with the sodium salt of 4-hydroxyphenylglycine, which is reacted with the acetoacetic ester to form an enamine—the sodium salt of a phydroxyphenyl acetic acid, α-[(3-ethoxy-1-methyl-3-oxo-1-propenyl)amino]-4-hydroxy- (32.1.1.19). Reacting the resulting aminocrotonate with the ethyl chloroformate in N-methylmorpholine gives the corresponding mixed anhydride (32.1.1.20), which is reacted with trimethylsilyl ester of 6-APA. 
CB3690305-1.jpg
The second method uses a direct reaction of D-(-)-2-(4-hydroxyphenyl)glycine chloride hydrochloride with trimethylsylil ester of 6-APA.
CB3690305-2.jpg
The trimethylsilyl ester of 6-APA needed for the reaction is in turn synthesized by reacting trimethylchlorosilylane with 6-APA in the presence of trimethylamine.
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9.20 Veterinary Drugs and Treatments
Amoxicillin/potassium clavulanate tablets and oral suspension products are approved for use in dogs and cats for the treatment of urinary tract, skin and soft tissue infections caused by susceptible organisms. It is also indicated for canine periodontal disease due to susceptible strains of bacteria.
9.21 Veterinary Drugs and Treatments
The aminopenicillins have been used for a wide range of infections in various species. FDA-approved indications/species, as well as non-approved uses, are listed in the Dosages section below.
10. Computational chemical data
  • Molecular Weight: 365.40416g/mol
  • Molecular Formula: C16H19N3O5S
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 365.10454189
  • Monoisotopic Mass: 365.10454189
  • Complexity: 590
  • Rotatable Bond Count: 4
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 7
  • Topological Polar Surface Area: 158
  • Heavy Atom Count: 25
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB7OABAAAAAAAAAAAAAAABYAWAAAAAwAAAABYAAAAABAAAAHgQQCAAADCzF2ASyDoPAAgiIAiHSGACCAABgIBAIiIGODIgKZjqilTOUcABk1hG4mAeY2IGOIAAAAAAAAABAAAAAAAAAAAAAAAAAAA==
11. Question & Answer
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13. Realated Product Infomation