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130273-87-9

15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER, also known as 15(R)-17-phenyl trinor PGF2α isopropyl ester, is a latanoprost-related isomer that contains a double bond at 13,14 and an inverted (β) hydroxyl group at C-15. It is a potential impurity in most commercial preparations of the latanoprost bulk drug product.
Used in Pharmaceutical Industry:
15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER is used as a potential impurity in the production of latanoprost bulk drug product. It has been identified as a potential impurity due to its similar structure to latanoprost, which is a widely used medication for the treatment of glaucoma and ocular hypertension.
Used in Ophthalmology Research:
15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER is used in FP receptor binding assays to study its binding affinity and potential effects on intraocular pressure (IOP). In a study using the cat iris sphincter muscle, the IC50 values for the free acid forms of 15(S)-17-phenyl trinor PGF2α and 15(R)-17-phenyl trinor PGF2α were determined to be 0.71 nM and 30 nM, respectively. Additionally, a 3 μg dose of 15(R)-17-phenyl trinor PGF2α caused a 1.9 mmHg reduction of IOP in normotensive cynomolgus monkeys, indicating its potential use in the development of new treatments for glaucoma and ocular hypertension.

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  • 5-Heptenoic acid,7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-,1-methylethyl ester, (5Z)-

    Cas No: 130273-87-9

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  • 130273-87-9 Structure

  • Basic information

    1. Product Name: 15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER
    2. Synonyms: 15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER;9ALPHA,11ALPHA,15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER;15(R)-17-phenyl trinor Prostaglandin F2α isopropyl ester;15(R)-Bimatoprost isopropyl ester;JGZRPRSJSQLFBO-DYZSFVSISA-N
    3. CAS NO:130273-87-9
    4. Molecular Formula: C26H38O5
    5. Molecular Weight: 430.58
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 130273-87-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER(CAS DataBase Reference)
    10. NIST Chemistry Reference: 15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER(130273-87-9)
    11. EPA Substance Registry System: 15(R)-17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER(130273-87-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 130273-87-9(Hazardous Substances Data)

130273-87-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 130273-87-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,0,2,7 and 3 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 130273-87:
(8*1)+(7*3)+(6*0)+(5*2)+(4*7)+(3*3)+(2*8)+(1*7)=99
99 % 10 = 9
So 130273-87-9 is a valid CAS Registry Number.

130273-87-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name propan-2-yl 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-hydroxy-5-phenylpent-1-enyl)cyclopentyl]hept-5-enoate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

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More Details:130273-87-9 SDS

130273-87-9Relevant articles and documents

Regio- and stereoselective reactions of 17-phenyl-18,19,20-trinorprostaglandin F2α isopropyl ester

Liljebris, Charlotta,Nilsson, Bj?rn M.,Resul, Bahram,Hacksell, Uli

, p. 4028 - 4034 (2007/10/03)

Novel prostaglandin F2α derivatives, functionalized at C13 and C14, have been prepared. 17-Phenyl-18,19,20-trinorprostaglandin F2α isopropyl ester [(15S)-1] and its epimer [(15A)-1] were stereoselectively epoxidized, using Sharpless conditions, to produce each of the four diastereomeric epoxides (15S)-2, (15S)-3, (15R)-2, and (15R)-3. Treatment of the four epoxides with LiOH stereospecifically-produced the pentahydroxy substituted analogues 12 and 13. Alternatively, epoxides 2 and 3 were allowed to react with thiophenolate ion. The attack of the sulfur nucleophile on the epoxide occurred at either C13 or C14 depending on the stereochemistry of the epoxide and of C15.

Phenyl-Substituted Prostaglandins: Potent and Selective Antiglaucoma Agents

Resul, Bahram,Stjernschantz, Johan,No, Kiyo,Liljebris, Charlotta,Selen, Goeran,et al.

, p. 243 - 248 (2007/10/02)

A series of phenyl-substituted analoques of prostaglandin F2α (PGF2α) were prepared and evaluated for ocular hypotensive effect and side effects in different animal models.In addition, the activity of the analogues on FP receptors was studied in vitro.The results were compared with those of PGF2α and its isopropyl ester.The phenyl-substituted PGF2α analogues exhibited good intraocular pressure reducing effect, were more selective, and exhibited a much higher therapeutic index in the eye than PGF2α or its isopropyl ester.The analogues exhibited high activity on FP receptors in a stereoselective manner for the 15a-hydroxyl group.

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