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Guanidine hydrochloride
- Iupac Name：guanidine;hydrochloride
- CAS No.: 50-01-1
- Molecular Weight：95.53
- Modify Date.: 2023-03-20 18:14
- Introduction: Guanidine hydrochloride is a strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant.It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.Guanidine Hydrochloride is the hydrochloride salt form of guanidine, a strong basic compound with parasympathomimetic activity. Guanidine hydrochloride enhances the release of acetylcholine following a nerve impulse and potentiates acetylcholine actions on muscarinic and nicotinic receptors. It also appears to slow the rates of depolarization and repolarization of muscle cell membranes.Guanidine Hydrochloride is a powerful, chaotropic agent which is widely used for purification of proteins and nucleic acids. Guanidine Hydrochloride is useful for denaturation and refolding of proteins as well as in the recovery of periplasmic proteins and isolation of RNA. At higher concentrations, this strong denaturant has been reported to solubilize denatured insoluble proteins such as inclusion bodies. When utilized at lower concentrations, Guanidine Hydrochloride is noted to be useful in prompting the refolding of denatured proteins. Guanidine Hydrochloride is also been reported to allow return of enzymatic activity in protocols using Guanidine Hydrochloride as a first step. Guanidine Hydrochloride is an inhibitor of RNase.Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2-amino-6-methyl-pyrimidine and 2-amino-4,6-dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
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1. Names and Identifiers
- 1.1 Name
- Guanidine hydrochloride
- 1.2 Synonyms
1-methylguanidine hydrochloride Amino(imino)methanaminium chloride AMINOFORMAMIDINE HCL Aminoformamidine hydrochloride Aminoformamidine hydrochloride,Aminomethanamidine hydrochloride,Guanidinium chloride Aminoformamidine hydrochloride,Guanidinium chloride,Guanidium chloride Aminomethanamidine hydrochlorid Cough. EINECS 200-002-3 GdmCl Guanidine (hydrochloride) guanidine chlorhydrate Guanidine chloride Guanidine HCl Guanidine Hydrochlor Guanidine hydrochloride (1:1) Guanidine monohydrochloride Guanidine, hydrochloride (1:1) Guanidine, monohydrochloride Guanidinehydrochloride Guanidinhydrochlorid guanidinium chloride guanidinium hydrochloride GUANIDIUM CHLORIDE GUHY hydrochloric acid guanidine MFCD00013026 Redness. Redness. Pain. usafek-749 ZYZUM &&HCl
- 1.3 CAS No.
- 50-01-1
- 1.4 CID
- 5742
- 1.5 EINECS(EC#)
- 200-002-3
- 1.6 Molecular Formula
- CH6ClN3 (isomer)
- 1.7 Inchi
- InChI=1S/CH5N3.ClH/c2-1(3)4;/h(H5,2,3,4);1H
- 1.8 InChkey
- PJJJBBJSCAKJQF-UHFFFAOYSA-N
- 1.9 Canonical Smiles
- C(=N)(N)N.Cl
- 1.10 Isomers Smiles
- C(=N)(N)N.Cl
2. Properties
- 2.1 Density
- 1.18 g/mL at 25 °C(lit.)
- 2.1 Melting point
- 180-185 °C(lit.)
- 2.1 Boiling point
- 132.9 °C at 760 mmHg
- 2.1 Refractive index
- n20/D 1.465
- 2.1 Flash Point
- 34.2 °C
- 2.1 Precise Quality
- 95.02500
- 2.1 PSA
- 75.89000
- 2.1 logP
- 1.14090
- 2.1 Solubility
- H2O: 6?M, clear, colorless
- 2.2 Appearance
- DryPowder; DryPowder, Liquid
- 2.3 Storage
- Store at RT.
- 2.4 Chemical Properties
- White cryst. powder
- 2.5 Color/Form
- White to slightly yellow
- 2.6 Odor
- Odorless
- 2.7 PH
- 4.5-5.5 (100g/l, H2O, 20℃)
- 2.8 Water Solubility
- H2O: 2280 g/L (20 oC)
- 2.9 Stability
- Stable. Hygroscopic. Incompatible with strong oxidizing agents.
- 2.10 StorageTemp
- Store at RT.
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: An aminocarboxamidine, the parent compound of the guanidines.
- 3.2 Purification Methods
- Crystallise the hydrochloride from hot methanol by chilling to about -10o, with vigorous stirring. The fine crystals are filtered through fritted glass, washed with cold (-10o) methanol, dried at 50o under vacuum for 5hours. (The product is purer than that obtained by crystallisation at room temperature from methanol by adding large amounts of diethyl ether.) [Kolthoff et al. J Am Chem Soc 79 5102 1957, Beilstein 3 H 86, 3 II 71, 3 III 160, 3 IV 150.] Guanidine hydrochloride Preparation Products And Raw materials Preparation Products
- 3.3 Usage
- Guanidine hydrochloride is used in RNA isolation to dissociate nucleoproteins and inhibit RNase. Strong chaotropic agent useful for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary.
4. Safety and Handling
- 4.1 Symbol
- GHS07;
- 4.1 Hazard Codes
- Xi,Xn
- 4.1 Signal Word
- Warning
- 4.1 Risk Statements
- 22-36/38
- 4.1 Safety Statements
- 26-36-22
- 4.1 Exposure Standards and Regulations
- The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl guanidine hydrochloride, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Guanidine Hydrochloride/
- 4.2 Octanol/Water Partition Coefficient
- log Kow = -1.63 (est)
- 4.3 Hazard Declaration
- H302 + H332; H315; H319
- 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.
- 4.4 RIDADR
- NONH for all modes of transport
- 4.4 Caution Statement
- P261; P280; P301 + P312 + P330; P304 + P340 + P312; P305 + P351 + P338; P337 + P313
- 4.4 Formulations/Preparations
- Oral: Tablets 125 mg guanidine hydrochloride (Schering Canada for Key Pharm) /Guanidine hydrochloride/
- 4.5 WGK Germany
- 1
- 4.5 RTECS
- MF4300000
- 4.5 Safety
-
Safety Information of Guanidine hydrochloride (50-01-1):
Hazard Codes: Xn,Xi
Risk Statements: 22-36/38?
22:? Harmful if swallowed
36:? Irritating to the eyes???
38:? Irritating to the skin?
Safety Statements: 26-36-22
22:? Do not breathe dust
26:? In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:? Wear suitable protective clothing
- 4.6 Sensitive
- Hygroscopic
- 4.7 Specification
-
White cryst. powder
Safety Statements:26-36-22
26:In case of contact with eyes, rinse immediately with plenty
of water and seek medical advice
36:Wear suitable protective clothing
22:Do not breathe dust
- 4.8 Toxicity
- LD50 orally in Rabbit: 655.3 - 907.1 mg/kg LD50 dermal Rabbit > 2000 mg/kg
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Acute toxicity - Oral, Category 4
Skin irritation, Category 2
Eye irritation, Category 2
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Warning |
| Hazard statement(s) | H302 Harmful if swallowed H315 Causes skin irritation H319 Causes serious eye irritation |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
7. Synthesis Route
50-01-1Total: 8 Synthesis Route
9. Other Information
- 9.0 Storage features
- Well closed. Dry.
- 9.1 Fire Hazards
- Combustible.
- 9.2 Spillage Disposal
- Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. Personal protection: P2 filter respirator for harmful particles.
- 9.3 Inhalation Risk
- Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
- 9.4 Effects Of Short Term Exposure
- The substance is irritating to the eyes and skin.
- 9.5 Fire Prevention
- NO open flames.
- 9.6 Exposure Prevention
- PREVENT DISPERSION OF DUST!
- 9.7 Inhalation Prevention
- Use local exhaust or breathing protection.
- 9.8 Skin Prevention
- Protective gloves. Protective clothing.
- 9.9 Eye Pprevention
- Wear safety goggles or eye protection in combination with breathing protection.
- 9.10 First Aid
- Fresh air, rest.
Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
- 9.11 Mesh Entry Terms
- Chloride, Guanidinium
- 9.12 Symptoms
-
Cough.
Redness.
Redness. Pain.
- 9.13 Production
- 100,000 - 500,000 lb
- 9.14 Manufacturing Info
- Metal treatment|Guanidine, hydrochloride (1:1): ACTIVE
- 9.15 Use Classification
- Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Cosmetics -> Buffering
- 9.16 Usage
- Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2- amino -6- methyl-pyrimidine and 2-amino -4,6 - dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
- 9.17 Usage
- Used for extraction of RNA.Preparation of high molecular weight genomic DNA.Solubilizing inclusion bodies.
- 9.18 Usage
- Guanidine hydrochloride is used for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary. Guanidine hydrochloride is used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
10. Computational chemical data
- Molecular Weight: 95.53g/mol
- Molecular Formula: CH6ClN3
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 95.0250249
- Monoisotopic Mass: 95.0250249
- Complexity: 26.3
- Rotatable Bond Count: 0
- Hydrogen Bond Donor Count: 4
- Hydrogen Bond Acceptor Count: 1
- Topological Polar Surface Area: 75.9
- Heavy Atom Count: 5
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 2
- CACTVS Substructure Key Fingerprint: AAADcYADAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAABAAQAAAAAAAAAAABAABAAAAgAAAAIAAAAACAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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12. Realated Product Infomation
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