Bimatoprost acid

CAS No:

38344-08-0

Molecular Formula:

C23H32O5

Molecular Weight:

388.50

Storage:

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

Synonyms:
  • Bimatoprost (free acid)
  • Bimatoprost impurity C
  • 17-Phenyl trinor prostaglandin F2α
  • 17-Phenyl trinor PGF2α
  • 17-Phenyl-18,19,20-trinor-PGF2α
  • 17-phenyl-trinor-prostaglandin F2α
  • 17-phenyl-trinor-PGF2α
  • 58976-50-4
  • 2683MK55HG
  • 5283081

IUPAC Name:

(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid

InChIKey:

YFHHIZGZVLHBQZ-KDACTHKWSA-N

InChI:

InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1

SMILES:

C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@H](CCC2=CC=CC=C2)O)C/C=C\CCCC(=O)O)O

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Technical Data

Appearance

White or almost white solid

Identification

NMR HPLC

Loss on drying

≤1.0%

5-trans impurity

≤ 2.50%

Purity(HPLC)

≥97.0%

Description

Bimatoprost acid (17-Phenyl trinor PGF2α), the acid hydrolysis product of Bimatoprost (HY-B0191), is a potent agonist of prostaglandin FP receptor

Safety Information

GHS

Pictogram:

GHS08GHS07

Signal Word:

Warning

Hazard Statements:

H361: Suspected of damaging fertility or the unborn child.

Precautionary Statements:

P201: Obtain special instructions before use.
P202: Do not handle until all safety precautions have been read and understood.
P280: Wear protective gloves / protective clothing / eye protection / face protection.
P308+P313: IF exposed or concerned: Get medical advice / attention.
P405: Store locked up.
P501: Dispose of contents / container in accordance with local / regional / national / international regulations.

References

1. Ichhpujani P, et al. Comparison of human ocular distribution of bimatoprost and latanoprost. J Ocul Pharmacol Ther. 2012 Apr;28(2):134-45.

2. Krauss AH, et al. Update on the mechanism of action of bimatoprost: a review and discussion of new evidence. Surv Ophthalmol. 2004 Mar;49 Suppl 1:S5-11.

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