17-phenyl trinor Prostaglandin F2α ethyl amide-d4_上海惠诚生物生物试剂,标准品,仪器设备,耗材,一站式服务

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Cat. Number

652412803847856

Chemical Name

17-phenyl trinor Prostaglandin F2α ethyl amide-d4

References

Synonyms	17-phenyl trinor PGF2α ethyl amide-d4 Bimatoprost-d4
Formal Name	N-ethyl-9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5Z,13E-dien-1-amide-3,3,4,4-d4
Molecular Formula	C₂₅H₃₂D₄NO₄
Formula Weight	418.6
Formulation	A solution in methyl acetate
Purity	≥99% deuterated product
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	CCNC(=O)CCC/C=CCC1C(O)CC(O)C1C=CC(O)CCc1ccccc1

Background Reading

Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F_2α receptors and the expression of the rat prostaglandin F_2α receptor. FEBS Lett 355 317-325 (1994).

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).

Maxey, K.M., Johnson, J., Camras, C.B., et al. The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol 47(4) 34-40 (2002).

Davies, S.S., Ju, W., Neufeld, A.H., et al. Hydrolysis of bimatoprost (lumigan) to its free acid by ocular tissue In Vitro. J Ocul Pharmacol Ther 19(1) 45-54 (2003).

Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of Bimatoprost (Lumigan^™). Surv Ophthalmol 45 S337-S345 (2001).

Sharif, N.A., Williams, G.W., and Kelly, C.R. Bimatoprost and its free acid are prostaglandin FP receptor agonists. Eur J Pharmacol 432 211-213 (2001).

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Size	Global Purchasing
25 µg
50 µg
100 µg
1 mg

Description

17-phenyl trinor Prostaglandin F_2α ethyl amide (17-phenyl trinor PGF_2α ethyl amide) is sold under the Allergan trade name Bimatoprost and is an F-series PG analog which has been approved for use as an ocular hypotensive drug.¹ Investigations in our lab have shown that 17-phenyl trinor PGF_2α ethyl amide is converted by an amidase enzymatic activity in the bovine and human cornea to yield the corresponding free acid, with a conversion rate of about 40 µg/g corneal tissue/24 hours.² The free acid, 17-phenyl trinor PGF_2α, is a potent FP receptor agonist.^3,4 In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity.

1 Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of Bimatoprost (Lumigan^™). Surv Ophthalmol 45 S337-S345 (2001).

2 Maxey, K.M., Johnson, J., Camras, C.B., et al. The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol 47(4) 34-40 (2002).

3 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).

4 Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F_2α receptors and the expression of the rat prostaglandin F_2α receptor. FEBS Lett 355 317-325 (1994).

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