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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

RSC-3388

Cayman Chemical Item Number 13343

(CAS 337307-06-9)

RSC-3388 (CAS 337307-06-9)

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Description

The 85 kD cytosolic phospholipase A2α (cPLA2α) selectively hydrolyzes arachidonic acid from the sn-2 position of membrane phospholipids, generating substrate for eicosanoids and platelet-activating factor.1 RSC-3388 is a pyrrolidine derivative that acts as a potent inhibitor of cPLA2α, suppressing both recombinant human cPLA2 in vitro (IC50 = 1.8 nM) and cellular PLA2 activity in cells stimulated with the calcium ionophore A23187 (IC50 = 22 nM). In the human acute monocytic leukemia cell line THP-1, RSC-3388 blocks the production of prostaglandin E2 (IC50 = 31 nM) and leukotriene C4 (IC50 = 13 nM).2 RSC-3388 also reduces skin inflammation in murine models of atopic dermatitis, presumably through its inhibitory effects on cPLA2.3

1 Niknami, M., Patel, M., Witting, P.K., et al. Molecules in focus: Cytosolic phospholipase A2-α. Int J Biochem Cell Biol 41 994-997 (2009).

2 Seno, K., Okuno, T., Nishi, K., et al. Pyrrolidine inhibitors of human cytosolic phospholipase A2. J Med Chem 43(6) 1041-1044 (2000).

3 Yamamoto, M., Haruna, T., Imura, K., et al. Inhibitory effect of a potent and selective cytosolic phospholipase A2α inhibitor RSC-3388 on skin inflammation in mice. Pharmacology 81 301-311 (2008).

Formal Name N[[2S,​4R)-​4-​[([1,​1'-​biphenyl]-​2-​ylmethyl)(2-​methylpropyl)amino]-​1-​[2-​(2,​4-​difluorobenzoyl)benzoyl]-​2-​pyrrolidinyl]methyl]-​3-​[4-​[(2,​4-​dioxo-​5-​thiazolidinylidene)methyl]phenyl]-​2-​propenamide
CAS Number 337307-06-9
Molecular Formula C49H44F2N4O5S
Formula Weight 839.0
Formulation A crystalline solid
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(\C=C/c1ccc(cc1)​\C=C1\SC(=O)​NC/1=O)​NC[C@@H]​1C[C@H]​(CN1C(=O)​c1ccccc1C(=O)​c1ccc(F)​cc1F)​N(CC(C)​C)​Cc1ccccc1c1ccccc1

Background Reading

Niknami, M., Patel, M., Witting, P.K., et al. Molecules in focus: Cytosolic phospholipase A2-α. Int J Biochem Cell Biol 41 994-997 (2009).

Seno, K., Okuno, T., Nishi, K., et al. Pyrrolidine inhibitors of human cytosolic phospholipase A2. J Med Chem 43(6) 1041-1044 (2000).

Yamamoto, M., Haruna, T., Imura, K., et al. Inhibitory effect of a potent and selective cytosolic phospholipase A2α inhibitor RSC-3388 on skin inflammation in mice. Pharmacology 81 301-311 (2008).
Size Price Quantity Subtotal
500 µg $193.00 $0.00
1 mg $367.00 $0.00
5 mg $1,544.00 $0.00
10 mg $2,702.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-11. 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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