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17-phenyl trinor PGF2α isopropyl ester - A solution in ethanol, high purity , CAS No.130209-76-6

  • A solution in ethanol
Item Number
P355686
Grouped product items
SKUSizeAvailabilityPrice Qty
P355686-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$274.90
P355686-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,196.90

a F-series prostaglandin analog and potent FP receptor agonist

Basic Description

Synonyms130209-76-6|17-phenyl-trinor-PGF2alpha isopropyl ester|dehydrolatanoprost|Bimatoprost isopropyl ester|1IFH52MD8T|propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoate|17-Phenyl trinor Pgf2alpha-Ip
Specifications & PurityA solution in ethanol
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

17-phenyl trinor PGF2α isopropyl ester is the isopropyl ester of the free acid prostaglandin which corresponds to bimatoprost. This free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity. The bimatoprost isopropyl ester derivative was examined for IOP-lowering activity during the development of latanoprost.5 At the dose of 3 mg/eye in the monkey, bimatoprost isopropyl ester was the most potent analog tested in reducing IOP, lowering the IOP 1.3 mm Hg below the level achieved by latanoprost. However, this derivative was also significantly more irritating to the eye than latanoprost.

Names and Identifiers

IUPAC Name propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoate
INCHI InChI=1S/C26H38O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,16-17,19,21-25,27-29H,4,9,12-15,18H2,1-2H3/b8-3-,17-16+/t21-,22+,23+,24-,25+/m0/s1
InChi Key JGZRPRSJSQLFBO-FWPUOYPASA-N
Canonical SMILES CC(C)OC(=O)CCCC=CCC1C(CC(C1C=CC(CCC2=CC=CC=C2)O)O)O
Isomeric SMILES CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](CCC2=CC=CC=C2)O)O)O
PubChem CID 5283107
Molecular Weight 430.6

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilitySoluble in DMSO (~30 mg/ml), DMF (~30 mg/ml), and 1:1 solution of ethanol: PBS (pH 7.2) (~1 mg/ml).
Refractive Indexn20D1.58 (Predicted)
Boil Point(°C)78° C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Danger
Hazard Statements

H302:Harmful if swallowed

H312:Harmful in contact with skin

H332:Harmful if inhaled

H360:May damage fertility or the unborn child

H302+H312+H332:Harmful if swallowed, in contact with skin or if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P317:IF SWALLOWED: Get medical help.

P318:if exposed or concerned, get medical advice.

P317:Get emergency medical help.

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Solution Calculators