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50-01-1

50-01-1 Structure

50-01-1 Structure
IdentificationMore
[Name]

Guanidine hydrochloride
[CAS]

50-01-1
[Synonyms]

AMINOFORMAMIDINE HCL
AMINOFORMAMIDINE HYDROCHLORIDE
AMINOMETHANAMIDINE HCL
AMINOMETHANAMIDINE HYDROCHLORIDE
CARBAMIDINE HYDROCHLORIDE
GUANIDINE HCL
GUANIDINE HYDROCHLOIDE
GUANIDINE HYDROCHLORIDE
GUANIDINIUM CHLORIDE
GUANIDINUM HYDROCHLORIDE
GUANIDIUM CHLORIDE
GUHY
IMINOUREA HYDROCHLORIDE
guanidine,monohydrochloride
guanidinechloride
Guanidinemonohydrochloride
guanidiniumhydrochloride
usafek-749
Guanidine HCL(Low Ash)
GUANIDINE HYDROCHLORIDE, FOR ANALYTICAL PURPOSES
[EINECS(EC#)]

200-002-3
[Molecular Formula]

CH6ClN3
[MDL Number]

MFCD00013026
[Molecular Weight]

95.53
[MOL File]

50-01-1.mol
Chemical PropertiesBack Directory
[Appearance]

White cryst. powder
[Melting point ]

180-185 °C(lit.)
[bulk density]

550-620kg/m3
[density ]

1.18 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.465
[storage temp. ]

Store at RT.
[solubility ]

H2O: 6 M, clear, colorless
[form ]

Crystals
[pka]

13.5(Temp: 27 °C; Solvent: Water)
[color ]

White to slightly yellow
[Odor]

Odorless
[PH]

4.5-5.5 (100g/l, H2O, 20℃)
[PH Range]

4.5 - 6.0 at 573 g/l at 25 °C
[Stability:]

Stable. Hygroscopic. Incompatible with strong oxidizing agents.
[biological source]

synthetic (organic)
[Water Solubility ]

2280 g/L (20 ºC)
[Sensitive ]

Hygroscopic
[λmax]

λ: 260 nm Amax: 0.040
λ: 280 nm Amax: 0.025
[Merck ]

14,4562
[BRN ]

3591990
[Cosmetics Ingredients Functions]

BUFFERING
[InChI]

1S/CH5N3.ClH/c2-1(3)4;/h(H5,2,3,4);1H
[InChIKey]

PJJJBBJSCAKJQF-UHFFFAOYSA-N
[SMILES]

Cl[H].NC(N)=N
[CAS DataBase Reference]

50-01-1(CAS DataBase Reference)
[EPA Substance Registry System]

50-01-1(EPA Substance)
[Absorption]

≤0.10 at 260nm in H2O at 6M
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H315-H319
[Precautionary statements ]

P261-P264-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S22:Do not breathe dust .
[WGK Germany ]

1
[RTECS ]

MF4300000
[F ]

3-10
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29252000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
[Toxicity]

LD50 orally in Rabbit: 655.3 - 907.1 mg/kg LD50 dermal Rabbit > 2000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium chloride
[Preparation Products]

2-Aminopyrimidine-->5-Amino-2-chloropyrimidine-->2,5-Diamino-4,6-dichloropyrimidine-->7-(TRIFLUOROMETHYL)-3-IODOIMIDAZO[1,2-A]PYRIMIDINE-->3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine-->5-AMINO-2-FLUOROPYRIMIDINE-->2-Chloro-5-nitropyrimidine-->9-ETHYLGUANINE-->Guanidine carbonate-->Formamidine hydrochloride-->2-Amino-5-pyrimidinecarboxyaldehyde-->ISOXANTHOPTERIN-->2-AMINO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER-->2-Aminopyrimidine-5-carboxylic acid-->2-AMINO-6-HYDROXY-PYRIMIDINE-4-CARBOXYLIC ACID-->2-Amino-5-nitropyrimidine-->2-Amino-4-chloro-6-methylpyrimidine-->2-amino-6-chloropyrimidin-4(3H)-one-->GUANINE SULFATE-->2,4-DIAMINO-1,3,5-TRIAZINE-->2-Amino-6-methyl-4-pyrimidinol-->Amiloride hydrochloride-->2-Amino-6-hydroxypyrimidin-4(3H)-one ,97%-->2,4-Diaminopyrimidine-->shark soft bone preparation-->6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE-->Guanidine phosphate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Guanidine hydrochloride(50-01-1).msds
Hazard InformationBack Directory
[Hazard]

Toxic by ingestion, evolves hydrogen chloride fumes on heating.
[Chemical Properties]

White cryst. powder
[Application]

Guanidine hydrochloride can be used as pharmaceuticals, pesticides, dyes and other organic synthesis intermediates. It can be used to synthesize 2-aminopyrimidine, 2-amino-6-methylpyrimidine, 2-amino-4,6-dimethylpyrimidine, and is used for the manufacture of sulfadiazine, sulfamethazine, sulfamethazine and other sulfa drugs. Intermediate. Guanidine hydrochloride (or guanidine nitrate) reacts with ethyl cyanoacetate to form 2,4-diamino-6-hydroxypyrimidine, which is used to synthesize the anti-anemia drug folic acid. It can also be used as an antistatic agent for synthetic fibers. Can also be used for protein denaturants. As a strong denaturant in experiments for extracting total cellular RNA[3]. The guanidine hydrochloride solution can dissolve the protein, leading to the destruction of the cell structure, the destruction of the secondary structure of the nucleoprotein, and the dissociation from the nucleic acid. In addition, the RNase can be inactivated by reducing agents such as guanidine hydrochloride.
[Definition]

ChEBI: Guanidine Hydrochloride(50-01-1) is an aminocarboxamidine, the parent compound of the guanidines. It 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.
[General Description]

Guanidine hydrochloride (GdnHCl) is a well-known protein and enzyme denaturant. It is a small molecule and hydroscopic in nature.
[Biochem/physiol Actions]

Guanidine hydrochloride (GdnHCl) is involved in conformational changes and loss of enzyme activity due to inactivation of the enzyme. It is involved in the loss of activity of alkaline phosphatase (ALPase) enzyme in Haliotis diversicolor. GdnHCl functions by hampering the activity of heat shock protein 104 (Hsp104) adenosine triphosphatase (ATPase) in vivo. It can also inactivate enzymes like papain and aminocyclase. Higher concentrations of GdnHCl leads to viral inactivation of herpes simplex virus 1 (HSV-1).
[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.]
[References]

[1] MIKHAIL M. TIKHONOV Boris A N Alexander V Akentiev. Influence of guanidine hydrochloride and urea on the dynamic surface properties of lysozyme solutions[J]. Mendeleev Communications, 2015, 25 4: Pages 288-289. DOI:10.1016/j.mencom.2015.07.020. DOI:10.1016/J.MENCOM.2015.07.020.
[2] M.M. TIHONOV B. A N O Yu Milyaeva. Dynamic surface properties of lysozyme solutions. Impact of urea and guanidine hydrochloride[J]. Colloids and Surfaces B: Biointerfaces, 2015, 129: Pages 114-120. DOI:10.1016/j.colsurfb.2015.03.034.DOI:10.1016/j.colsurfb.2015.03.034.
[3] Use of Protein Folding Reagents[J]. Current Protocols in Protein Science, 2016, 84 1. DOI:10.1002/0471140864.psa03as84.
[4] https://www.ncbi.nlm.nih.gov/mesh/68019791
[5] [1] https://www.scbt.com/scbt/product/guanidine-hydrochloride-50-01-1
[6] https://www.alfa.com/zh-cn/catalog/A13543/
[7] https://www.researchgate.net/post/Protein_Denaturation_Urea_vs_Guanidine_Hydrochloride_GdnHCl
[8] JON W. POULSEN. Using Guanidine-Hydrochloride for Fast and Efficient Protein Digestion and Single-step Affinity-purification Mass Spectrometry[J]. Journal of Proteome Research, 2012, 12 2: 1020-1030. DOI: 10.1021/pr300883y.
Questions And AnswerBack Directory
[description]

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
Guanidine Hydrochloride is a potent chaotropic agent extensively employed for protein and nucleic acid purification. It can denature and refold proteins, isolate RNA, and recover periplasmic proteins. Even insoluble, denatured proteins, such as inclusion bodies, can be solubilized with this powerful denaturant at high concentrations. At lower concentrations, Guanidine Hydrochloride can facilitate the refolding of denatured proteins and the restoration of enzymatic activity. Additionally, Guanidine Hydrochloride is known to inhibit RNase.
[Protein Denaturation]

Guanidine Hydrochloride (GdnHCl) is a better denaturant than urea.It should normally give higher and lower values for m and for Cm, respectively, but identical deltaG° values. Since m values in both denaturants can be predicted/estimated from the size of the protein (Myers et al., 1995) and delatG° should not change, yes it is possible-in principle-to predict Cm in one denaturant, knowing its value in the other.
but to have a general correlation co-efficient is almost impossible as every protein has unique folding. Though such co-relation may be found for a special protein fold, but what purpose it may serve apart from giving a tentative idea that GdnHCl or urea may be a better denaturant! If you are looking for even better denaturant than Gdn HCl then use GdnSCN, it is better and more effective
[Uses]

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.
[Drug intermediates]

Guanidine hydrochloride drug used primarily as an intermediate in the manufacture of sulfadiazine, an important raw material sulfamethyldiazine, sulfamethazine and folic acid.
Guanidine hydrochloride (or guanidine nitrate) and ethyl cyanoacetate reaction, cyclization of 2,4-diamino-6-hydroxy pyrimidine, folic acid for the synthesis of antianemic. Furthermore guanidine hydrochloride also used synthetic anti-static agent.
[Preparation]

In Dicyanodiamide and ammonium (Ammonium chloride) as raw material, melt reaction at 170-230 ℃, guanidine hydrochloride obtained crude, refined products.
[Reference quality standards]

Test Specification Pharmaceutical grade Industrial grade
Appearance white crystal white crystal
Content > 99% 99.5%
Ammonium <0.3% 0.5%
Water Insoluble substance <0.1% 0.1%
Moisture <0.3% 0.3%
Ash <0.05% 0.05%
Water-soluble test qualified qualified
Melting range °C 184-188 182-188
Absorbance (UV wavelength 260NM) <=0.04
Absorbance (UV wavelength 280NM) <=0.02
PH value (4% aqueous solution) 6.4 ± 0.2 6.4 ± 0.2
Spectrum DetailBack Directory
[Spectrum Detail]

Guanidine hydrochloride(50-01-1)MS
Guanidine hydrochloride(50-01-1)1HNMR
Guanidine hydrochloride(50-01-1)13CNMR
Guanidine hydrochloride(50-01-1)IR1
Guanidine hydrochloride(50-01-1)IR2
Guanidine hydrochloride(50-01-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Guanidine hydrochloride, 98%(50-01-1)
[Alfa Aesar]

Guanidine hydrochloride, 98%(50-01-1)
[Sigma Aldrich]

50-01-1(sigmaaldrich)
[TCI AMERICA]

Guanidine Hydrochloride,>98.0%(T)(50-01-1)
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