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Nocloprost

Names

[ CAS No. ]:
79360-43-3

[ Name ]:
Nocloprost

[Synonym ]:
(5Z,9β,11α,13E,15R)-9-Chloro-11,15-dihydroxy-16,16-dimethylprosta-5,13-dien-1-oic acid
(5Z,9b,11a,13E,15R)-9-Chloro-11,15-dihydroxy-16,16-dimethylprosta-5,13-dien-1-oic Acid
Prosta-5,13-dien-1-oic acid, 9-chloro-11,15-dihydroxy-16,16-dimethyl-, (5Z,9β,11α,13E,15R)-
(5Z,13E)-(9R,11R,15R)-9-chloro-11,15-dihydroxy-16,16-dimethyl-5,13-prostadienoic acid
SH-475
(Z)-7-((1R,2R,3R,5R)-5-Chloro-3-hydroxy-2-((E)-(3R)-3-hydroxy-4,4-dimethyl-1-octenyl)cyclopentyl)-5-heptenoic acid
(Z)-7-[(1R,2R,3R,5R)-5-chloro-2-hydroxy-2-[(E)-(3R)-3-hydroxy-4,4-dimethyl-1-octenyl]cyclopentyl]-5-heptenoic acid

Biological Activity

[Description]:

Nocloprost, a prostaglandin E2 (PGE2) analog, is an orally active EP1- and EP3-receptor agonist. Nocloprost inhibits evoked [3H]ACh release. Nocloprost has gastroprotective and ulcer-healing properties. Nocloprost accelerates the healing of chronic gastric ulcerations and enhances mucosal growth in rats[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor
Research Areas >> Inflammation/Immunology
Research Areas >> Metabolic Disease

[Target]

EP1

EP3


[In Vivo]

诺氯前列素 (灌胃给药; 0.01-10 μg/kg) 在 100% 乙醇、酸化阿司匹林 (HY-14654)、酸化牛磺胆酸盐 (HY-N0545)、水浸或束缚应激前 30 分钟给药,会剂量依赖性地预防大鼠胃损伤的形成[1]。 诺氯前列素 (灌胃给药; 0.01-100 μg/kg) 不会影响胃酸分泌或肠道分泌,但会阻止胃十二指肠碱性分泌增加[1]。 诺氯前列素 (皮下给药) 显示出针对乙醇损伤的保护活性,但在十二指肠内应用时无效[1]。 Animal Model: 220-250 g rats[1] Dosage: 0.01-10 μg/kg Administration: Intragastrically; single dose Result: 30 min before 100% ethanol, acidified Aspirin (ASA), acidified Taurocholate, water immersion, or restraint stress dose dependently prevented the formation of gastric lesions, the ID50 values being 0.25, 0.58, 0.06 and 0.12 μg/kg in rats, respectively.

[References]

[1]. S J Konturek, et al. Nocloprost, a unique prostaglandin E2 analog with local gastroprotective and ulcer-healing activity. Eur J Pharmacol. 1991 Apr 3;195(3):347-57.  

[2]. T Reinheimer, et al. Prostanoid receptors of the EP3 subtype mediate inhibition of evoked [3H]acetylcholine release from isolated human bronchi. Br J Pharmacol. 1998 Sep;125(2):271-6.  

Chemical & Physical Properties

[ Density]:
1.1g/cm3

[ Boiling Point ]:
539.8ºC at 760 mmHg

[ Molecular Formula ]:
C22H37ClO4

[ Molecular Weight ]:
400.98000

[ Flash Point ]:
280.3ºC

[ Exact Mass ]:
400.23800

[ PSA ]:
77.76000

[ LogP ]:
4.92550

[ Index of Refraction ]:
1.526


Related Compounds