TRAVOPROST

PRODUCT IDENTIFICATION
CAS NO. 157283-68-6, 207742-69-6TRAVOPROST 
EINECS NO.  
FORMULA C26H35F3O6
MOL WT. 500.55

TOXICITY

  

H.S. CODE

 2918.90.4300
SYNONYMS Travatan; Travoprost;
(((1R)-(1alpha(Z),2beta(1E,3R'),3alpha,5alpha))-7-(3,5-dihydroxy-2-(3-hydroxy-4- (3-trifluoromethyl) phenoxy)-1-butenyl)cyclopentyl)-5-heptenoic acid, 1-methylethyl ester; (1R-(1alpha(Z), 2beta(1E,3R'),3alpha,5alpha))-7-(3,5-Dihydroxy-2-(3-hydroxy- 4-(3-(trifluoromethyl)phenoxy)-1- butenyl)cyclopentyl)-5-heptenoic acid 1-methylethyl ester; (Z)-7-((1R,2R,3R,5S)- 3,5-Dihydroxy-2- ((1E,3R)-3-hydroxy-4-((alpha,alpha, alpha- trifluoro-m-isopropyl-tolyl)oxy)-1-butenyl)cyclopentyl)- 5-heptenoate; (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy -2-((1E,3R)-3-hydroxy-4-((α,α,α-trifluoro-m- isopropyltolyl)oxy)- 1-butenyl)cyclopentyl)-5-heptenoate; Fluprostenol isopropyl ester; Flu-Ipr; 16-m-Trifluoromethylphenoxy tetranor PGF2α isopropyl ester;
SMILES C1[C@H]([C@@H]([C@H]([C@H]1O)C\C=C\CCCC(OC(C)C) =O)\C=C\[C@@H](COc1cc(ccc1)C(F)(F)F)O)O

CLASSIFICATION

 Antiglaucoma agent, Antihypertensive agent, Cardiovascular agent

EXTRA NOTES

 An ocular hypotensive agent comparable with bimatoprost; used to reduce Ocular Hypertension to prevent Glaucoma.
Treatment of elevated intraocular pressure associated with glaucoma [prostaglandin FP-receptor agonist].
Potent FP prostanoid receptor agonist used in animal models for glaucoma

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

clear to pale yellow oily liquid

MELTING POINT

 

BOILING POINT

 

SPECIFIC GRAVITY  
SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY  
pH  
VAPOR DENSITY

 

REFRACTIVE INDEX

  

NFPA RATINGS

 

AUTOIGNITION

 

FLASH POINT

 

STABILITY Stable under normal conditions.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Travoprost

http://www.sigmaaldrich.com/
Fluprostenol isopropyl ester is an F-series prostaglandin analog. This compound is a prodrug which is converted by esterase activity in vivo to yield the free acid fluprostenol, a potent and selective PGF2α receptor (FP receptor) agonist.

http://www.drugbank.ca/
Mechanism of action: Travoprost free acid is a selective FP prostanoid receptor agonist and is believed to reduce intraocular pressure by increasing the drainage of aqueous humor, which is done primarily through increased uveoscleral outflow and to a lesser extent, trabecular outflow facility.

http://www.medicines.org.uk/
Mechanism of action: Travoprost, a prostaglandin F2α analogue, is a highly selective full agonist which has a high affinity for the prostaglandin FP receptor, and reduces the intraocular pressure by increasing the outflow of aqueous humour via trabecular meshwork and uveoscleral pathways. Reduction of the intraocular pressure in man starts about 2 hours after administration and maximum effect is reached after 12 hours. Significant lowering of intraocular pressure can be maintained for periods exceeding 24 hours with a single dose. In a clinical trial, patients with open-angle glaucoma or ocular hypertension who were treated with TRAVATAN (polyquaternium-preserved) dosed once-daily in the evening demonstrated 8 to 9 mmHg reductions (approximately 33%) in intraocular pressure from 24 to 26 mmHg baseline. Data on adjunctive administration of TRAVATAN with timolol 0.5% and limited data with brimonidine 0.2% were collected during clinical trials that showed an additive effect of TRAVATAN with these glaucoma medications. No clinical data are available on adjunctive use with other ocular hypotensive medications.
SALES SPECIFICATION

APPEARANCE

clear to pale yellow oily liquid

IDENTIFICATION

passes Test A, B

ASSAY

98.5 ~ 101.5%

SPECIFIC ROTATION

+52° ~ +58°

WATER

1.0% max

IMPURITY

Ethyl acetate: 0.5% max
Travoprost acid: 0.2% max
Epoxide derivative: 0.4% max
15-epi Diastereomer: 0.1% max
5,6-trans Travoprost: 3.5% max
15-keto-Derivative: 0.3% max
Any other individual impurity: 0.1% max
Total impurity: 4.0% max

RESIDUAL SOLVENTS

Acetonitrile: 0.04% max
Ethanol: 0.5% max
n-Hexane: 0.05% max
IPA: 0.5% max
Dichloromethane: 0.06% max
TRANSPORTATION
PACKING
 
HAZARD CLASS 3 (Packing Group: II)
UN NO. 1170
PRICE INFORMATION