1-carbamimidamido-N-(4-chlorophenyl)methanimidamide hydrochloride

• ChemBase ID: 55229
• Molecular Formular: C8H11Cl2N5
• Molecular Mass: 248.11244
• Monoisotopic Mass: 247.03915074
• SMILES: C(=N)(NC(=N)N)Nc1ccc(Cl)cc1.Cl
• Canonical SMILES: N=C(Nc1ccc(cc1)Cl)NC(=N)N.Cl
• InChI: InChI=1S/C8H10ClN5.ClH/c9-5-1-3-6(4-2-5)13-8(12)14-7(10)11;/h1-4H,(H6,10,11,12,13,14);1H
• InChIKey: NAFSLMFLGYXGIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-carbamimidamido-N-(4-chlorophenyl)methanimidamide hydrochloride
• IUPAC Traditional name: 1-carbamimidamido-N-(4-chlorophenyl)methanimidamide hydrochloride
• Synonyms: {[(4-Chloroanilino)(imino)methyl]amino}methanimidamide hydrochloride; 1-(4-Chlorophenyl)biguanide hydrochloride; N-(4-Chlorophenyl)imidodicarbonimidic Diamide Hydrochloride; 1-(p-Chlorophenyl)biguanide Monohydrochloride; I N-(4-Chlorophenyl)midodicarbonimidic Diamide Monohydrochloride; N-(4-Chlorophenyl)imidodicarbonimidic Diamide Monohydrochloride; N-p-Chlorophenylbiguanide Hydrochloride; N-(4-Chlorophenyl)imidodicarbonimidic diamide hydrochloride; 1-(4-Chlorophenyl)biguanide hydrochloride; 1-(4-氯苯基)双胍 盐酸盐

Database IDs

• CAS Number: 4022-81-5
• EC Number: 000-000-0
• MDL Number: MFCD00053020
• Beilstein Number: 3732533
• PubChem SID: 162059992; 24874789
• PubChem CID: 458746

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.2703025
• LogD (pH = 7.4): -1.6713939
• Log P: 1.3301078
• Molar Refractivity: 77.7112 cm^3
• Polarizability: 20.766361 Å^3
• Polar Surface Area: 97.78 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 239-242 °C(lit.); 247-250°C

Safety Information

• Storage Warning: Hygroscopic; IRRITANT; Irritant
• RTECS: DU1780200
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: ClC6H4NHC(NH)NHC(NH)NH2 · HCl

DETAILS

Toronto Research Chemicals - C378540

1-(4-Chlorophenyl)biguanide is a guanide derivative that can inhibit significantly dihydrofolate reductase (DHFR).

REFERENCES

• Baccanari, D., et al.: Biochemistry, 21, 5068 (1982)
• Ahrweiler, P., et al.: J. Bacteriol., 170, 3301 (1982)
• Zolli-Juran, M., et al.: Bioorg. Med. Chem. Lett., 13, 2493 (1982)