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SC-19220

Cayman Chemical Item Number 14060

(CAS 19395-87-0)

SC-19220 (CAS 19395-87-0)

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Description

SC-19220 is a dibenzoxazepine which acts as a selective antagonist of prostaglandin E2 (PGE2) at the EP1 receptor.1,2 At doses between 0.3-300 µM, SC-19220 acts as a competitive antagonist of PGE2-induced smooth muscle contractions of guinea pig ileum and stomach.3,4 SC-19220 acts as a PGE2 antagonist in the EP1 receptor mediated contraction of guinea pig trachea.5 SC-19220 displaces radiolabeled PGE2 from the cloned human EP1 receptor with an IC50 of 6.7 µM and exhibits no binding at the human EP2 receptor.6,7 It binds very weakly and shows no selectivity for the mouse EP1 receptor, suggesting species differences between the human and mouse EP1 receptors.8

1 Coleman, R.A., Eglen, R.M., Jones, R.L., et al. Classification of prostanoid receptors IUPHAR receptor compendium. IUPHAR Compendium 1-12 (1997).

2 Zeng, L., An, S., and Goetzl, E.J. Selective regulation of RNK-16 cell matrix metalloproteinases by the EP4 subtype of prostaglandin E2 receptor. Biochemistry 35 7159-7164 (1996).

3 Rakovska, A., and Milenov, K. Antagonistic effect of SC-19220 on the responses of guinea-pig gastric muscles to prostaglandins E1, E2, and F. Arch Int Pharmacodyn 268 59-69 (1984).

4 Sanner, J. Prostaglandin Inhibition with a dibenzoxazepine hydrazide derivative and morphine. Ann N Y Acad Sci 180 396-409 (1971).

5 Coleman, R.A., and Kennedy, I. Characterisation of the prostanoid receptors mediating contraction of guinea-pig isolated trachea.. Prostaglandins 29 363-375 (1985).

6 Funk, C.D., Furci, L., Fitzgerald, G.A., et al. Cloning and expression of a cDNA for the human prostaglandin E receptor EP1 subtype. J Biol Chem 268 26767-26772 (1993).

7 Bastien, L., Sawyer, N., Grygorczyk, R., et al. Cloning, functional expression, and characterization of the human prostaglandin E2 receptor EP2 subtype. J Biol Chem 269 11873-11877 (1994).

8 Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

Formal Name 8-​chloro-​dibenz[b,​f][1,​4]oxazepine-​10(11H)-​carboxy-​(2-​acetyl)hydrazide
CAS Number 19395-87-0
Molecular Formula C16H14ClN3O3
Formula Weight 331.8
Formulation A crystalline solid
Purity >96%
λmax 203 nm
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CC(=O)​NNC(=O)​N1Cc2ccccc2Oc2ccc(Cl)​cc12

Background Reading

Zeng, L., An, S., and Goetzl, E.J. Selective regulation of RNK-16 cell matrix metalloproteinases by the EP4 subtype of prostaglandin E2 receptor. Biochemistry 35 7159-7164 (1996).

Coleman, R.A., Eglen, R.M., Jones, R.L., et al. Classification of prostanoid receptors IUPHAR receptor compendium. IUPHAR Compendium 1-12 (1997).

Rakovska, A., and Milenov, K. Antagonistic effect of SC-19220 on the responses of guinea-pig gastric muscles to prostaglandins E1, E2, and F. Arch Int Pharmacodyn 268 59-69 (1984).

Coleman, R.A., and Kennedy, I. Characterisation of the prostanoid receptors mediating contraction of guinea-pig isolated trachea.. Prostaglandins 29 363-375 (1985).

Sanner, J. Prostaglandin Inhibition with a dibenzoxazepine hydrazide derivative and morphine. Ann N Y Acad Sci 180 396-409 (1971).

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Size Price Quantity Subtotal
1 mg $15.00 $0.00
5 mg $68.00 $0.00
10 mg $120.00 $0.00
25 mg $263.00 $0.00
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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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