D-Cloprostenol Sodium

CAS No:

62561-03-9

Molecular Formula:

C22H28ClNaO6

Molecular Weight:

446.90

Storage:

Store in a tightly closed container in a cool, dry, Protect from moisture and direct sunlight.

Synonyms:
  • Cloprostenol sodium
  • Cloprostenol sodium salt
  • Cloprostenol monosodium salt
  • (±)-Cloprostenol sodium salt
  • D-chloroprostaglandin sodium
  • (+)-16-m-chlorophenoxy tetranor Prostaglandin F2α sodium salt

IUPAC Name:

sodium (Z)-7-((1R,2R,3R,5S)-2-((R,E)-4-(3-chlorophenoxy)-3-hydroxybut-1-en-1-yl)-3,5-dihydroxycyclopentyl)hept-5-enoate

InChIKey:

IFEJLMHZNQJGQU-KXXGZHCCSA-M

InChI:

InChI=1S/C22H29ClO6.Na/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);/q;+1/p-1/b3-1-,11-10+;/t16-,18-,19-,20+,21-;/m1./s1

SMILES:

O[C@@H]1[C@H](C/C=C\CCCC([O-])=O)[C@@H](/C=C/[C@@H](O)COC2=CC=CC(Cl)=C2)[C@H](O)C1.[Na+]

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Technical Data

Appearance

A white or almost white,amorphous powder;hygroscopic

Identification

IR,HPLC
White precipitate is observed in characteristic
testing of sodium salts

Solubility

Free soluble in water,in ethanol(95%)and in methanol;practically insoluble in acetone

Water

≤3.0%

15-epimer

≤0.5%

5,6-trans isomer

≤1.0%

Other single impurity

≤1.0%

Total impurities

≤2.5%

Residue solvents

Methnol≤0.3%
Tetrahydrofuran≤0.072%
Toluene≤0.089%
Ethyl acetate≤0.5%
Dichloromethane≤0.06%

Purity (HPLC)

≥98.5%

Assay (HPLC)

97.5~102.5%

Description

(+)-Cloprostenol sodium is a prostaglandin F2α (PGF2α) analogue, and shows selective agonistic activity at the prostaglandin receptor.

Safety Information

GHS

Pictogram:

GHS07GHS08

Signal Word:

Danger

Hazard Statements:

H302: Harmful if swallowed.
H360: May damage fertility or the unborn child.

Precautionary Statements:

GHS Precaution Phrases:
P201: Obtain special instructions before use.
P202: Do not handle until all safety precautions have been read and understood.
P264: Wash {hands} thoroughly after handling.
P280: Wear {protective gloves/protective clothing/eye protection/face protection}.
GHS Response Phrases:
P301+312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P308+313: IF exposed or concerned: Get medical attention/advice.
P330: Rinse mouth.
GHS Storage and Disposal Phrases:
Please refer to Section SDS-7 for Storage and Section SDS-13 for Disposal information.

References

[1] Manca R, et al. Intra-vesicle administration of D-cloprostenol for induction of abortion in mid-gestation bitches. Anim Reprod Sci. 2008 Jun;106(1-2):133-42. doi: 10.1016/j.anireprosci.2007.04.011 Epub 2007 Apr 21. PMID: 17521834.
[2] Re G, et al. Specific binding of dl-cloprostenol and d-cloprostenol to PGF2 alpha receptors in bovine corpus luteum and myometrial cell membranes. J Vet Pharmacol Ther. 1994 Dec;17(6):455-8. doi: 10.1111/j.1365-2885.1994.tb00277.x PMID: 7707491.

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