N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea

Modify Date: 2025-08-25 18:30:16

N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea Structure
N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea structure
Common Name N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea
CAS Number 97627-24-2 Molecular Weight 261.70700
Density N/A Boiling Point N/A
Molecular Formula C13H12ClN3O Melting Point N/A
MSDS N/A Flash Point N/A

 Use of N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea


N-[(1R)-4-[(Aminoiminomethyl)amino]-1-[[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]carbonyl]butyl]-α-phenylbenzeneacetamide is an anticonvulsant agent with potential for the treatment of generalized tonic-clonic and partial seizures.

 Names

Name 1-(2-chloro-6-methylphenyl)-3-pyridin-4-ylurea
Synonym More Synonyms

  Biological Activity

Description N-[(1R)-4-[(Aminoiminomethyl)amino]-1-[[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]carbonyl]butyl]-α-phenylbenzeneacetamide is an anticonvulsant agent with potential for the treatment of generalized tonic-clonic and partial seizures.
Related Catalog
In Vivo Compound shows anticonvulsant activity at 30 mg/kg in the initial tests with no signs of ataxia until 300 mg/kg. The activity seen with 30 mg/kg 37 is still present 4 h postdose. Compound is effective against seizures induced by maximal electroshock but does not protect mice from clonic seizures produced by the convulsant pentylenetetrazol. The overall pharmacological profile suggests that Compound would be of therapeutic use in the treatment of generalized tonic-clonic and partial seizures. Compound is selected for clinical trials[1].
Animal Admin Mice: Five mice are tested at each of three doses (30,100, and 300 mg/kg) and three times (0.5, 2, and 4 h). The mice are subjected to electrical current delivered through ear clips for 0.2 s (90 mA, 1-ms monophasic pulses at 100 Hz). This current strength is approximately 4 times that required to produce seizures in 99% of mice and reliably produce seizures in 100% of control mice. Prevention of tonic hind limb extension is taken as an anticonvulsant effect. Behavioral side effects are measured in mice[1].
References

[1]. Pavia MR, et al. N-Phenyl-N'-pyridinylureas as Anticonvulsant Agents. J. Med. Chem. 1990,33, 854-861

 Chemical & Physical Properties

Molecular Formula C13H12ClN3O
Molecular Weight 261.70700
Exact Mass 261.06700
PSA 60.74000
LogP 3.12290
InChIKey ZSBWDKCIIZYQIR-UHFFFAOYSA-N
SMILES Cc1cccc(Cl)c1NC(=O)Nc1ccncc1

 Precursor & DownStream

Precursor  2

DownStream  0

 Bioassay

View more

Name: Anticonvulsant activity against tonic extension produced by maximal electroshock in m...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL739193
Name: The compound was tested for Ataxia(ATAX) by the inverted screen test, after oral admi...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL741479
Name: The compound was tested for protective activity against Maximal Electroshock seizures...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL740747
Name: Protective activity was determined against Maximal Electroshock seizures(MES) in mous...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL736813
Name: Protective activity was determined against Maximal Electroshock seizures(MES) in rat ...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL883297
Name: The compound was tested for Ataxia(ATAX) by the inverted screen test, after intraperi...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL741477
Name: The compound was tested for Ataxia(ATAX) by the inverted screen test, after intraperi...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL783837
Name: Anticonvulsant activity against tonic extension produced by maximal electroshock in m...
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL743105
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 Synonyms

Urea,N-(2-chloro-6-methylphenyl)-N'-4-pyridinyl
N-(2-CHLORO-6-METHYLPHENYL)-N'-(PYRIDIN-4-YL)UREA
N-(2-chloro-6-methylphenyl)-N'-4-pyridinyl urea
N-(2-Chloro-6-methylphenyl)-N'-4-pyridinylurea
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