U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula CH5N3.ClH
Molecular Weight 95.531
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GUANIDINE HYDROCHLORIDE

SMILES

Cl.NC(N)=N

InChI

InChIKey=PJJJBBJSCAKJQF-UHFFFAOYSA-N
InChI=1S/CH5N3.ClH/c2-1(3)4;/h(H5,2,3,4);1H

HIDE SMILES / InChI
Guanidine is a small basic compound. Guanidine stimulates the neuromuscular junction presynaptically by inhibiting voltage-gated potassium (Kv) channels, leading to the enhanced release of acetylcholine in the synaptic cleft. This stimulatory effect of guanidine underlies its use in the therapy for the neuromuscular diseases. The hydrochloride salt of guanidine was approved by FDA for the reduction of the symptoms of muscle weakness and easy fatigability associated with the myasthenic syndrome of Eaton-Lambert.

CNS Activity

Curator's Comment: The study was performed on rats.

Originator

Curator's Comment: Original article: A. Strecker, Liebigs Ann. Chem. 1861, 118, 151-177.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
GUANIDINE HYDROCHLORIDE

Approved Use

Guanidine is indicated for the reduction of the symptoms of muscle weakness and easy fatigability associated with the myasthenic syndrome of Eaton-Lambert. It is not indicated for treating myasthenia gravis. The Eaton-Lambert syndrome is ordinarily differentiated from myasthenia gravis by the usual association of the syndrome with small cell carcinoma of the lung, but myography may be necessary to make the diagnosis.

Launch Date

1939
PubMed

PubMed

TitleDatePubMed
The picornavirus replication inhibitors HBB and guanidine in the echovirus-9 system: the significance of viral protein 2C.
2000 Apr
The relationship of the factor V Leiden mutation or the deletion-deletion polymorphism of the angiotensin converting enzyme to postoperative thromboembolic events following total joint arthroplasty.
2001
Dihydrofolate reductase from Thermotoga maritima.
2001
Strain-specified relative conformational stability of the scrapie prion protein.
2001 Apr
The structure of human mitochondrial branched-chain aminotransferase.
2001 Apr
Human recombinant interferon-inducible protein-10: intact disulfide bridges are not required for inhibition of hematopoietic progenitors and chemotaxis of T lymphocytes and monocytes.
2001 Feb
[Discovery of cis-preference of aromatic N-methylamides and its application to molecular constructions].
2001 Feb
Specific neosaxitoxin interactions with the Na+ channel outer vestibule determined by mutant cycle analysis.
2001 Feb
Spontaneous and flow-induced Ca2+ transients in retracted regions in endothelial cells.
2001 Feb 16
Molecular specificities of antibodies against ovine and murine recombinant prion proteins.
2001 Feb 16
Cellular responses of NG108-15 and SK-N-MC lines to sweet and bitter tastants as measured by extracellular acidification rates.
2001 Jan 1
Folding-unfolding of goat alpha-lactalbumin studied by stopped-flow circular dichroism and molecular dynamics simulations.
2001 Jan 1
The influence of ATP on the association and unfolding of the tyrosine repressor ligand response domain of Haemophilus influenzae.
2001 Jan 12
Counteracting effects of renal solutes on amyloid fibril formation by immunoglobulin light chains.
2001 Jan 12
The PD...(D/E)XK motif in restriction enzymes: a link between function and conformation.
2001 Jan 16
Analysis of the Desulfovibrio gigas transcriptional unit containing rubredoxin (rd) and rubredoxin-oxygen oxidoreductase (roo) genes and upstream ORFs.
2001 Jan 19
Engineering conformational flexibility in the lactose permease of Escherichia coli: use of glycine-scanning mutagenesis to rescue mutant Glu325-->Asp.
2001 Jan 23
[Y97V substitution in the horse cytochrome c causes accumulation of the equilibrium intermediate].
2001 Jan-Feb
Virus inactivation of plasma-derived proteins by pasteurization in the presence of guanidine hydrochloride.
2001 Mar
Dramatic stabilization of an SH3 domain by a single substitution: roles of the folded and unfolded states.
2001 Mar 30
The structure of denatured alpha-lactalbumin elucidated by the technique of disulfide scrambling: fractionation of conformational isomers of alpha-lactalbumin.
2001 Mar 30
Osmolytes protect mitochondrial F(0)F(1)-ATPase complex against pressure inactivation.
2001 Mar 9
The dimerization of folded monomers of ribulose 1,5-bisphosphate carboxylase/oxygenase.
2001 Mar 9
Replacement of thrombin residue G184 with Lys or Arg fails to mimic Na+ binding.
2001 May 15
Patents

Sample Use Guides

Initial dosage is usually between 10 and 15 mg/kg (5 to 7 mg/pound) of body weight per day in 3 or 4 divided doses. This dosage may be gradually increased to a total daily dosage of 35 mg/kg (16 mg/pound) of body weight per day or up to the development of side effects.
Route of Administration: Oral
In Vitro Use Guide
Mice spinal cord neurons were treated with guanidine at concentrations between 100 nM and 100 mM. At 100 mM induced a membrane depolarization of 10 to 25 mV and rapidly and reversibly reduced GABA responses: 23.9% decrease of GABA responses was obtained with 10 mM guanidine and complete inhibition was observed with 100 mM). It also significantly reduced Glycine response at 10 mM.
Name Type Language
GUANIDINE HYDROCHLORIDE
II   MART.   MI   ORANGE BOOK   VANDF   WHO-DD  
Systematic Name English
GUANIDINE HYDROCHLORIDE [II]
Common Name English
Guanidine hydrochloride [WHO-DD]
Common Name English
NSC-755884
Code English
GUANIDINE HCL [INCI]
Common Name English
GUANIDINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
GUANIDINE HYDROCHLORIDE [MART.]
Common Name English
GUANIDINE HYDROCHLORIDE [VANDF]
Common Name English
GUANIDINE HCL
INCI  
INCI  
Official Name English
GUANIDINE HYDROCHLORIDE [MI]
Common Name English
GUANIDINE HYDROCHLORIDE [USP-RS]
Common Name English
GUANIDINIUM CHLORIDE
Common Name English
Code System Code Type Description
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
CONCEPT Industrial Aid
NCI_THESAURUS
C47551
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PRIMARY
NSC
755884
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
RXCUI
50676
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY RxNorm
CAS
50-01-1
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PRIMARY
PUBCHEM
5742
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
EVMPD
SUB14035MIG
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
RS_ITEM_NUM
1302134
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PRIMARY
DRUG BANK
DBSALT000737
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID7058757
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PRIMARY
ChEMBL
CHEMBL821
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PRIMARY
MERCK INDEX
m5867
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Guanidinium chloride
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
FDA UNII
3YQC9ZY4YB
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
CHEBI
32735
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
SMS_ID
100000077897
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-002-3
Created by admin on Fri Dec 15 15:11:52 GMT 2023 , Edited by admin on Fri Dec 15 15:11:52 GMT 2023
PRIMARY