| Identification | Back Directory | [Name]
Latanoprost acid | [CAS]
41639-83-2 | [Synonyms]
(5Z)-
LAT-FA
PHXA 85
LT-Acid
LATANOPROST ACID
latanoprostfreeaci
LATANOPROSTACID;PHXA 85
LATANOPROST (FREE ACID)
LT-ACID(LATANOPROST ACID)
Latanoprost Related CoMpound E
Latanoprost Impurity 8（Latanoprost Acid）
17-PHENYL-13,14-DIHYDRO TRINOR PROSTAGLANDIN F2ALPHA
9ALPHA, 11ALPHA, 15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5Z-EN-1-OIC ACID
(5z,9α,11α,15r)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid
(5Z,9ALPHA,11ALPHA,15R)-9,11,15-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5-EN-1-OIC ACID
PhXA 85, (5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid
(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoic acid
(Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}-5-heptenoic acid
(Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, (5Z)-
LT-Acid(Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid
Latanoprost acid,(5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid, PhXA 85
Latanoprost Acid/(Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid
Latanoprost Related Compound E (25 mg) ((Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}-5-heptenoic acid) | [Molecular Formula]
C23H34O5 | [MDL Number]
MFCD08056084 | [MOL File]
41639-83-2.mol | [Molecular Weight]
390.51 |
| Chemical Properties | Back Directory | [Boiling point ]
609.1±50.0 °C(Predicted) | [density ]
1.159±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: freely soluble
| [form ]
Oil | [pka]
4.76±0.10(Predicted) | [color ]
pale yellow, oil
| [Optical Rotation]
[α]/D 26.0 to 36.0°, c =0.1 in methanol | [Stability:]
Hygroscopic | [InChIKey]
HNPFPERDNWXAGS-NFVOFSAMSA-N | [SMILES]
C(O)(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1 |
| Hazard Information | Back Directory | [Description]
Latanoprost is an F-series prostaglandin (PG) analog which has been approved for use as an ocular hypotensive drug.1 Latanoprost is an isopropyl ester, a prodrug form which is converted to latanoprost (free acid) by endogenous esterase enzymes. The free acid form is 200 times more potent than latanoprost as an FP receptor ligand for the human recombinant FP receptor.2 Latanoprost is the isopropyl ester of a PGF2α analog containing an aromatic group (17-phenyl) in the ω-chain. Lat-FA is the corresponding carboxylic acid of this analog. Lat-FA is a potent FP receptor agonist with an EC50 of 3.6 nM for human FP receptors, which is twice the potency of PGF2α. The efficacy of PG analog esters for the treatment of glaucoma correlates closely with the FP receptor binding affinity of the free acid.3 However, Lat-FA is more irritating and less effective than the prodrug latanoprost when applied directly to the eyes of human glaucoma patients.4 | [Chemical Properties]
Pale Yellow Oil | [Uses]
A metabolite of Latanoprost | [Definition]
ChEBI: A prostaglandin Falpha that is an analogue of prostaglandin F2alpha in which the pentyl group has been replaced by 2-phenylethyl and where the the 13,14-double bond has undergone f
rmal hydrogenation. Its isopropyl ester prodrug, latanoprost, is used in the treatment of open-angle glaucoma and ocular hypertension. | [Biochem/physiol Actions]
Potent, selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as isopropyl ester form. | [References]
[1] N A SHARIF. Ocular hypotensive FP prostaglandin (PG) analogs: PG receptor subtype binding affinities and selectivities, and agonist potencies at FP and other PG receptors in cultured cells.[J]. Journal of Ocular Pharmacology and Therapeutics, 2003, 19 6: 501-515. DOI: 10.1089/108076803322660422
[2] M. UNGRIN. Key structural features of prostaglandin E(2) and prostanoid analogs involved in binding and activation of the human EP(1) prostanoid receptor.[J]. Molecular Pharmacology, 2001, 59 6 1: 1446-1456. DOI: 10.1124/mol.59.6.1446
[3] NAJAM A SHARIF Ata A A L Ismail Kaddour Djebbar. Cat iris sphincter smooth-muscle contraction: comparison of FP-class prostaglandin analog agonist activities.[J]. Journal of Ocular Pharmacology and Therapeutics, 2008, 24 2: 152-163. DOI: 10.1089/jop.2007.0076 |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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