6-{[(4R,5S,6S)-2-carboxylato-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-2,4λ5,8-pyrazolo[1,2-a][1λ5,2,4]triazol-4-ylium

• ChemBase ID: 162030
• Molecular Formular: C15H18N4O4S
• Molecular Mass: 350.39282
• Monoisotopic Mass: 350.10487608
• SMILES: [C@@H]1(C(=O)N2[C@@H]1[C@H](C(=C2C(=O)[O-])SC1C[n+]2n(C1)cnc2)C)[C@@H](C)O
• Canonical SMILES: C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)[O-])SC1C[n+]2n(C1)cnc2)O
• InChI: InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
• InChIKey: MRMBZHPJVKCOMA-YJFSRANCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[(4R,5S,6S)-2-carboxylato-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-2,4λ^5,8-pyrazolo[1,2-a][1λ^5,2,4]triazol-4-ylium
• IUPAC Traditional name: biapenem
• Synonyms: 5,6,7,8-Tetrahydro-6-(2-propenyl)-4H-thiazolo[4,5-d]azepin-2-amine Dihydrochloride, 6-Allyl-2-amino-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine Dihydrochloride; B-HT 920 DihydrochlorideTalipexole

Database IDs

• CAS Number: 36085-73-1
• PubChem SID: 162256165
• PubChem CID: 71339

CALCULATED PROPERTIES

• Acid pKa: 3.5139143
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -5.4478607
• LogD (pH = 7.4): -5.444519
• Log P: -6.063474
• Molar Refractivity: 120.8245 cm^3
• Polarizability: 33.338684 Å^3
• Polar Surface Area: 102.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Light Yellow Solid
• Melting Point: 245°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B371000

An alpha 2-Adrenoceptor and dopamine D2-receptor agonist. Used as an antiparkinson reagent.

REFERENCES

• Pifl, et al.: Eur. J. Pharmacol., 146, 189 (1988)
• Kulkarni, S.K., et al.: Meth. Find. Exp. Clin. Pharmacol., 12, 99 (1988)
• Mizuno, Y., et al.: Drug Invest., 5, 186 (1988)