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Substance Name: Latanoprost [USAN:INN:BAN]
RN: 130209-82-4
UNII: 6Z5B6HVF6O
InChIKey: GGXICVAJURFBLW-CEYXHVGTSA-N

Note

  • PHXA34 is the 15(R,S) form.

Molecular Formula

  • C26-H40-O5

Molecular Weight

  • 432.597
 

Classification Codes

  • Antiglaucoma Agent
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • FP Prostanoid Receptor Agonist
  • Human Data

Names and Synonyms

Name of Substance

  • Latanoprost
  • Latanoprost [USAN:INN:BAN]

Synonyms

  • Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate
  • Latanoprost
  • PhXA 41
  • PHXA41
  • UNII-6Z5B6HVF6O
  • XA 41
  • XA41
  • Xalatan

Systematic Name

  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-5-phenylpentyl)cyclopentyl)-, 1-methylethyl ester, (1R-(1-alpha(Z),2-beta(R*),3-alpha,5-alpha))-

Registry Numbers

CAS Registry Number

  • 130209-82-4

FDA UNII

  • 6Z5B6HVF6O

System Generated Number

  • 0130209824

Structure Descriptors

InChI

1S/C26H40O5/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/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1

InChIKey

GGXICVAJURFBLW-CEYXHVGTSA-N

Smiles

CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCc2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 680ug/kg (0.68mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 195, 2000.
man TDLo ocular 33uL/kg/25D-I (0.033mL/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE American Journal of Ophthalmology. Vol. 124, Pg. 683, 1997.
man TDLo ocular 99uL/kg/20W-I (0.099mL/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER American Journal of Ophthalmology. Vol. 124, Pg. 544, 1997.
mouse LD50 intravenous > 2mg/kg (2mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 195, 2000.
mouse LD50 oral > 50ug/kg (0.05mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 195, 2000.
rat LD50 intravenous > 2mg/kg (2mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 195, 2000.
rat LD50 oral > 50ug/kg (0.05mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 195, 2000.
women TDLo ocular 4nL/kg/5W-I (4mL/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE American Journal of Ophthalmology. Vol. 127, Pg. 91, 1999.