{[4-(carbamimidamidoimino)cyclohexa-2,5-dien-1-ylidene]amino}thiourea

• ChemBase ID: 125782
• Molecular Formular: C8H11N7S
• Molecular Mass: 237.28484
• Monoisotopic Mass: 237.07966439
• SMILES: NC(=S)N/N=C\1/C=C/C(=N\NC(=N)N)/C=C1
• Canonical SMILES: NC(=N)N/N=C/1\C=C/C(=N/NC(=S)N)/C=C1
• InChI: InChI=1S/C8H11N7S/c9-7(10)14-12-5-1-3-6(4-2-5)13-15-8(11)16/h1-4H,(H4,9,10,14)(H3,11,15,16)/b12-5-,13-6+
• InChIKey: MLMFUKWWZIZRHX-UWRPRBHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[4-(carbamimidamidoimino)cyclohexa-2,5-dien-1-ylidene]amino}thiourea
• IUPAC Traditional name: ambazone
• Synonyms: 2-[4-[(aminoiminomethyl)hydrazono]-2,5-cyclohexadien-1-ylidene]-Hydrazinecarbothioamide; (4-Oxo-2,5-cyclohexadien-1-ylideneamino)guanidine thiosemicarbazone; 1,4-Benzoquinone amidinohydrazone thiosemicarbazone; Ambazon; Anginon; Benzoquinone guanylhydrazone thiosemicarbazone; Faringosept; Guanothiazon; Inversal; Ivertol; N-Guanidino-N'-thioureido-p-benzoquinonediimide; Primal; p-Benzoquinone amidinohydrazone thiosemicarbazone;Faringosept (TN); Ambazone (INN); OAMBAZONE; Ambazonum [INN-Latin]; Ambazona [INN-Spanish]; Ambazone [INN:BAN:DCF]; CCRIS 1926; MLS001240207; Ambazone; 2-[4-[2-(Aminoiminomethyl)hydrazinylidene]-2,5-cyclohexadien-1-ylidene]-hydrazinecarbothioamide; [(4-Oxo-2,5-cyclohexadien-1-ylidene)amino]guanidine Thiosemicarbazone; DC 0572; Iversal; p-Benzoquinone Amidinohydrazone Thiosemicarbazone

Database IDs

• CAS Number: 539-21-9
• EC Number: 208-713-0
• PubChem SID: 162220129
• PubChem CID: 1549158
• ATC CODE: QR02AA01
• Chemspider ID: 12232507
• KEGG ID: D07376
• Wikipedia Title: Ambazone

CALCULATED PROPERTIES

• Acid pKa: 11.636354
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -1.9006456
• LogD (pH = 7.4): -0.46022186
• Log P: 0.2851448
• Molar Refractivity: 89.4281 cm^3
• Polarizability: 24.433367 Å^3
• Polar Surface Area: 124.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.2 mg/100 ml water
• Apperance: Dark Brown Powder

DETAILS

Toronto Research Chemicals - A575840

A benzoquidine diimine derivative useful as animal growth substance.

REFERENCES

• Clark, R., et al.: J. Agric. Food Chem., 44, 3643 (1996)
• Sadowski, J., et al.: J. Med. Chem., 41, 332 (1996)
• Estrada, E., et al.: J. Med. Chem., 43, 1975 (1996)