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146033-02-5

146033-02-5 Structure

146033-02-5 Structure
IdentificationBack Directory
[Name]

SC-51089
[CAS]

146033-02-5
[Synonyms]

SC-51089
SC-51089 HCl
8-Chlorodibenz(Z)[b,f][1,4]oxazepine-10(11H)-carboxylicacid2-[1-oxo-3-(4-pyridinyl)propyl]hydrazidehydrochloride
8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic Acid 2-[1-Oxo-3-(4-pyridinyl)propyl]hydrazide Hydrochloride
8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide monohydrochloride
[Molecular Formula]

C22H19ClN4O3
[MDL Number]

MFCD00869867
[MOL File]

146033-02-5.mol
[Molecular Weight]

422.86
Chemical PropertiesBack Directory
[Melting point ]

162-164°C
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO (25 mg/ml) or water (25 mg/mL)
[form ]

White solid.
[color ]

White
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[HazardClass ]

6.1
Hazard InformationBack Directory
[Description]

SC-51089 (146033-02-5) is a prostaglandin E2 (EP1 receptor) antagonist (pA2=6.5, guinea pig ileum muscle strip assay )1,4. Possesses analgesic activity in vivo (rodent ED50= 6.8 mg/kg)1,2,4. SC-51089 does not inhibit COX11 and does not block PGE1 induced hyperalgesia3.
[Chemical Properties]

Off-White Solid
[Uses]

8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide monohydrochloride is a potent and selective antagonist of EP1 receptors.
[Uses]

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.
[Biological Activity]

Selective EP 1 prostanoid receptor antagonist (K i values are 1.3, 11.2, 17.5, 61.1, > 100, > 100, > 100, >100 and > 100 μ M for EP 1 , TP, EP 3 , EP 2 , EP 4 , FP and DP receptors respectively). Attenuates PGE 2 -induced neuronal cell death in vitro and slows tumor growth in vivo .
[storage]

Store at -20°C
[References]

1) Hallinan et al. (1993), N-substituted dibenzoxazepines as analgesic PGE2 antagonists; J. Med. Chem., 36 2) Malmberg et al. (1994), Antinociceptive effect of spinally delivered prostaglandin E receptor antagonists in the formalin test on rat; Neurosci. Lett., 173 193 3) Khasar et al. (1994), Comparison of prostaglandin E1- and prostaglandin E2 hyperalgesia in the rat; Neuroscience, 62 345 4) Hallinan et al. (1996), Aminoacetyl moiety as a potential surrogate for diacylhydrazine group of SC-51089, a potent PGE2 antagonist, and its analogs; J. Med. Chem., 39 609
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