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Merck

C6116

Sigma-Aldrich

(+/-)-Cloprostenol sodium salt hydrate

≥98% (HPLC), powder

Sinónimos:

(+/-)-16-(3-Chlorophenoxy)-9,11,15R-trihydroxy-17,18,19,20-tetranorprosta-5Z,13E-dien-1-oic acid sodium salt hydrate

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About This Item

Fórmula empírica (notación de Hill):
C22H28ClNaO6 · xH2O
Número de CAS:
Peso molecular:
446.90 (anhydrous basis)
Número CE:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Análisis

≥98% (HPLC)

formulario

powder

condiciones de almacenamiento

desiccated

color

light brown

mp

68-70 °C

solubilidad

H2O: >10 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

[Na+].[H]O[H].O[C@@H](COc1cccc(Cl)c1)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC([O-])=O

InChI

1S/C22H29ClO6.Na.H2O/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28;;/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28);;1H2/q;+1;/p-1/b3-1-,11-10+;;/t16-,18-,19-,20+,21-;;/m1../s1

Clave InChI

ZEQHRVULQBYULU-LPFHDDPUSA-M

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Descripción general

Cloprostenol is a synthetic analogue of prostaglandin F2α (PGF). Cloprostenol contributes to the induction of estrus in animals and has uterotonic activity. Cloprostenol induces abortion in animals.

Aplicación

(+/-)-Cloprostenol sodium salt hydrate has been used in studying its influence in oestrus synchronisation and uterine development in mice.

Acciones bioquímicas o fisiológicas

Cloprostenol is a potent FP prostanoid receptor agonist. It is 2- to 3-fold more potent than fluprostenol but less selective. Cloprostenol is similar in potency to PGF at EP and TP prostanoid receptors. It is used for the treatment of infertility in sows and gilts.

Características y beneficios

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

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Mano Sira et al.
Aesthetic surgery journal, 32(7), 822-824 (2012-09-04)
The prostaglandin F2a (PGF2a) analogue bimatoprost 0.03% (Allergan, Inc, Irvine, California) has been employed for the treatment of hypotrichosis since it gained Food and Drug Administration approval as Latisse in 2008. In this report, the authors retrospectively review the cases
X Valldecabres-Torres et al.
Journal of dairy science, 96(3), 1647-1652 (2013-01-15)
The 6-d timed artificial insemination protocol has been designed to advance luteolysis after the first administration of GnRH so that the preovulatory follicular diameter at second GnRH is reduced and thereby pregnancy outcome may be improved. To achieve an earlier
New estrus synchronization and artificial insemination protocol for goats based on male exposure, progesterone and cloprostenol during the non-breeding season
Lopez-Sebastian A, et al.
Theriogenology, 68(8), 1081-1087 (2007)
Soner Demirel et al.
Ocular immunology and inflammation, 21(1), 13-18 (2013-01-18)
To investigate the toxic-inflammatory effects of prostaglandin analogs on the ocular surface. Twenty-three rats were divided into four groups. Bimatoprost 0.03% (I), latanoprost 0.005% (II), and travoprost 0.004% (III) were applied during 6 months; a control group (IV) received no
Iwona Dams et al.
Chirality, 25(3), 170-179 (2013-02-06)
The 17-phenyl PGF(2α) analogue bimatoprost (10a) is the most efficacious ocular hypotensive agent currently available for the treatment of glaucoma or ocular hypertension. A novel convergent synthesis of 13,14-en-15-ol prostamideF(2α) analogues was developed employing Julia-Lythgoe olefination of the structurally advanced

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