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15(S)-Latanoprost

Cayman Chemical Item Number 16818

15-epi Latanoprost (CAS 145773-22-4)

15(S)-Latanoprost (CAS 145773-22-4)

See more	Prostaglandins (517)

Description

15(S)-Latanoprost is an analog of latanoprost in which the hydroxyl at carbon 15 is inverted relative to latanoprost. The IC₅₀ values for the free acid forms of latanoprost and 15(S)-latanoprost were determined to be 3.6 nM and 24 nM, respectively, in a FP receptor binding assay using the cat iris sphincter muscle.¹ A 3 µg dose of 15(S)-Latanoprost caused a 1 mmHg reduction of IOP in normotensive cynomolgus monkeys.¹ 15(S)-latanoprost is a potential impurity in most commercial preparations of the latanoprost bulk drug product.

1 Resul, B., Stjernschantz, J., No, K., et al. Phenyl-substituted prostaglandins: Potent and selective antiglaucoma agents. J Med Chem 36 243-248 (1993).

Synonyms	15-epi Latanoprost
Formal Name	9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-prost-5Z-en-1-oic acid, isopropyl ester
CAS Number	145773-22-4
Molecular Formula	C₂₆H₄₀O₅
Formula Weight	432.6
Formulation	A solution in methyl acetate
Purity	≥98%
Stability	2 years
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard O[C@H](CCc1ccccc1)CC[C@H]1C(O)CC(O)C1C/C=C\CCCC(=O)OC(C)C

Background Reading

Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Balapure, A.K., Rexroad, C.E., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F_2α receptor. Biochem Pharmacol 38 2375-2381 (1989).

Resul, B., Stjernschantz, J., No, K., et al. Phenyl-substituted prostaglandins: Potent and selective antiglaucoma agents. J Med Chem 36 243-248 (1993).

15(S)-Latanoprost is available in the following screening library:

Prostaglandin Screening Library I (96-Well)

Size	Price	Quantity	Subtotal
1 mg	$54.00		$0.00
5 mg	$243.00		$0.00
10 mg	$432.00		$0.00
50 mg	$1,890.00		$0.00
Bulk	Contact
		Cart Total	$0.00

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.

Related Products

15-keto Latanoprost

15-keto Latanoprost (free acid)

15(R)-17-phenyl trinor Prostaglandin F_2α isopropyl ester

5-trans Latanoprost

Latanoprost

Latanoprost-d₄

Latanoprost (free acid)

Prostaglandin F_2α

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