8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide monohydrochloride

8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide monohydrochloride (CAS 146033-02-5)

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Synonym: 8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide monohydrochloride
Application: A potent and selective antagonist of EP1 receptors
CAS Number: 146033-02-5
Purity: ≥95%
Molecular Weight: 459.33
Molecular Formula: C22H19ClN4O3 HCl
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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SC-51089 is a selective antagonist of prostaglandin E2, which displays specificity towards the EP1 receptor subtype. Studies indicate that SC-51089 can induce nociceptive behaviors in rats as a result of its antagonistic effects on prostaglandin E2. This compound contains a diacylhydrazine moiety, which has often been observed to release hydrazine. Alternate studies suggest that SC-51089 can be metabolized by rat and human hepatocytes, however different metabolic products are produced. For instance, SC-51089 undergoes aromatic hydroxylation with consequent glucuronidation and sulphation in human hepatocytes, while oxidative N-dealkylation with opening of the oxazepine ring and consequent glucuronidation in observed in rat hepatocytes. SC-51089 is an inhibitor of EP2 and EP3.


References

1. Hallinan, E.A., et al. 1993. J. Med. Chem. 36: 3293-3299. PMID: 7901416
2. Malmberg, A.B., et al. 1994. Neurosci. Lett. 173: 193-196. PMID: 7936413
3. Khasar, S.G., et al. 1994. Neuroscience. 62: 345-350. PMID: 7830882
4. Lee, K., et al. 1994. Xenobiotica. 24: 25-36. PMID: 8165819
5. Hallinan, E.A., et al. 1996. J. Med. Chem. 39: 609-613. PMID: 8558534

Physical State :
Solid
Solubility :
Soluble in water, DMSO (25 mg/ml), methanol, and 1:1 ethanol:PBS (pH 7.2) (~0.5 mg/ml).
Storage :
Store at -20° C
Melting Point :
162-164° C
Boiling Point :
633° C at 760 mmHg
IC50 :
growth of glioma cell lines: IC50 = ~1 µM
Ki Data :
EP1 receptor: Ki= 1.3 µM; TP receptor: Ki= 11.2 µM; EP3 receptor: Ki= 17.5 µM; EP2 receptor: Ki= 61.1 µM; EP4 receptors: Ki= > 100 µM; FP receptor: Ki= > 100 µM; DP receptor: Ki= > 100 µM
pK Values :
pKa: 9.40, pKb: 5.79
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
Transport :
UN 2811, Class 6.1, Packing group III
PubChem CID :
132748
MDL Number :
MFCD17215974
SMILES :
C1C2=CC=CC=C2OC3=C(N1C(=O)NNC(=O)CCC4=CC=NC=C4)C=C(C=C3)Cl.Cl

Download SDS (MSDS)

Certificate of Analysis

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