2-[(2,2,3,3,4,4,4-2H7)butyl]-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one

• ChemBase ID: 171739
• Molecular Formular: C25H28N6O
• Molecular Mass: 428.52942
• Monoisotopic Mass: 428.23245955
• SMILES: n1[nH]c(nn1)c1c(cccc1)c1ccc(cc1)CN1C(=O)C2(N=C1CCCC)CCCC2
• Canonical SMILES: CCCCC1=NC2(C(=O)N1Cc1ccc(cc1)c1ccccc1c1nnn[nH]1)CCCC2
• InChI: InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)
• InChIKey: YOSHYTLCDANDAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2,2,3,3,4,4,4-^2H₇)butyl]-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one
• IUPAC Traditional name: 2-[(2,2,3,3,4,4,4-^2H₇)butyl]-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one
• Synonyms: 2-Butyl-3-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one-d7; Irbesartan-d7

Database IDs

• CAS Number: 1329496-43-6
• PubChem SID: 164227649
• PubChem CID: 71749528

CALCULATED PROPERTIES

• Acid pKa: 4.2906027
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.817262
• LogD (pH = 7.4): 3.3444772
• Log P: 4.468491
• Molar Refractivity: 136.7161 cm^3
• Polarizability: 49.203835 Å^3
• Polar Surface Area: 87.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 94-98°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I751003

Labelled Irbesartan, an angiotensin II type 1 (AII1)-receptor antagonist.

REFERENCES

• Gillis, J.C. and Markham, A.: Drugs, 54, 885 (1997)
• Chando, T.J., et al.: Drug. Metabol. Dispos., 26, 408 (1997)