N'-{6-chloro-2-oxa-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene-9-carbonyl}-3-(pyridin-4-yl)propanehydrazide hydrochloride

• ChemBase ID: 177642
• Molecular Formular: C22H20Cl2N4O3
• Molecular Mass: 459.3252
• Monoisotopic Mass: 458.09124588
• SMILES: c12c(Oc3c(N(C1)C(=O)NNC(=O)CCc1ccncc1)cc(cc3)Cl)cccc2.Cl
• Canonical SMILES: O=C(NNC(=O)N1Cc2ccccc2Oc2c1cc(Cl)cc2)CCc1ccncc1.Cl
• InChI: InChI=1S/C22H19ClN4O3.ClH/c23-17-6-7-20-18(13-17)27(14-16-3-1-2-4-19(16)30-20)22(29)26-25-21(28)8-5-15-9-11-24-12-10-15;/h1-4,6-7,9-13H,5,8,14H2,(H,25,28)(H,26,29);1H
• InChIKey: ORMHJTXDPDGKIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-{6-chloro-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-9-carbonyl}-3-(pyridin-4-yl)propanehydrazide hydrochloride
• IUPAC Traditional name: N'-{6-chloro-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-9-carbonyl}-3-(pyridin-4-yl)propanehydrazide hydrochloride
• Synonyms: 8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic Acid 2-[1-Oxo-3-(4-pyridinyl)propyl]hydrazide Hydrochloride; SC 51089; SC-51089

Database IDs

• CAS Number: 146033-02-5
• PubChem SID: 164233552
• PubChem CID: 132748

CALCULATED PROPERTIES

• Acid pKa: 9.382773
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.9521945
• LogD (pH = 7.4): 3.0630846
• Log P: 3.0688226
• Molar Refractivity: 112.3457 cm^3
• Polarizability: 43.250046 Å^3
• Polar Surface Area: 83.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 162-164°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S199860

A selective EP1 prostanoid receptor antagonist that attenuates prostaglandin E2-induced neuronal cell death in vitro and slows tumor growth in vivo. Its neuroprotective effect may potentially have therapeutic application in human stroke.

REFERENCES

• Abramovitz, M. et al.: Biochim. Biophys. Acta Mol. Cell Biol. Lipids, 1483, 285 (2000)
• Abe, T. et al.: J. Cereb. Blood Flow Metab., 29, 66 (2000)
• Fukumota, K. et al.: Eur. J. Pharmacol., 640, 82 (2000)