Related CAS #
130209-82-4 (free base); 41639-83-2 (acid); 130209-82-4 (ethanol solution)
Synonym
Latanoprost Free Base; PhXA41; PhXA-41; PhXA 41; XA41; XA-41; XA 41
IUPAC/Chemical 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))-
InChi Key
GGXICVAJURFBLW-ISHZQQPLSA-N
InChi Code
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-/m1/s1
SMILES Code
O=C(OC(C)C)CCC/C=C\C[C@@H]1[C@@H](CCC(O)CCC2=CC=CC=C2)[C@H](O)C[C@@H]1O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
432.60
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Asrani S, Robin AL, Serle JB, Lewis RA, Usner DW, Kopczynski CC, Heah T; MERCURY-1 Study Group. Netarsudil/Latanoprost Fixed-Dose Combination for Elevated Intraocular Pressure: Three-Month Data from a Randomized Phase 3 Trial. Am J Ophthalmol. 2019 Nov;207:248-257. doi: 10.1016/j.ajo.2019.06.016. Epub 2019 Jun 21. PMID: 31229466.
2: Mehran NA, Sinha S, Razeghinejad R. New glaucoma medications: latanoprostene bunod, netarsudil, and fixed combination netarsudil-latanoprost. Eye (Lond). 2020 Jan;34(1):72-88. doi: 10.1038/s41433-019-0671-0. Epub 2019 Nov 6. PMID: 31695162; PMCID: PMC7002400.
3: Kurysheva NI. Dolgosrochnoe primenenie latanoprosta v lechenii glaukomy [Long-term use of latanoprost in the treatment of glaucoma]. Vestn Oftalmol. 2020;136(2):125-132. Russian. doi: 10.17116/oftalma2020136021125. PMID: 32366080.
4: Grierson I, Jonsson M, Cracknell K. Latanoprost and pigmentation. Jpn J Ophthalmol. 2004 Nov-Dec;48(6):602-12. doi: 10.1007/s10384-004-0110-y. PMID: 15592791.
5: Aihara M, Lu F, Kawata H, Iwata A, Odani-Kawabata N, Shams NK. Omidenepag Isopropyl Versus Latanoprost in Primary Open-Angle Glaucoma and Ocular Hypertension: The Phase 3 AYAME Study. Am J Ophthalmol. 2020 Dec;220:53-63. doi: 10.1016/j.ajo.2020.06.003. Epub 2020 Jun 10. Erratum in: Am J Ophthalmol. 2021 Aug 27;: PMID: 32533949.
6: Sinha S, Lee D, Kolomeyer NN, Myers JS, Razeghinejad R. Fixed combination netarsudil-latanoprost for the treatment of glaucoma and ocular hypertension. Expert Opin Pharmacother. 2020 Jan;21(1):39-45. doi: 10.1080/14656566.2019.1685499. Epub 2019 Oct 30. PMID: 31663782.
7: Muñoz-Negrete FJ, Arnalich-Montiel F, Lara-Medina FJ, Rebolleda G. Latanoprost-induced Skin Hypopigmentation. J Glaucoma. 2018 Mar;27(3):e72. doi: 10.1097/IJG.0000000000000878. PMID: 29334483.
8: El-Ashmawy AA, El-Maadawy IH, El-Maghraby GM. Efficacy of topical latanoprost versus minoxidil and betamethasone valerate on the treatment of alopecia areata. J Dermatolog Treat. 2018 Feb;29(1):55-64. doi: 10.1080/09546634.2017.1330527. Epub 2017 Jun 15. PMID: 28521549.
9: Oliveira ACS, Oliveira PM, Cunha-Filho M, Gratieri T, Gelfuso GM. Latanoprost Loaded in Polymeric Nanocapsules for Effective Topical Treatment of Alopecia. AAPS PharmSciTech. 2020 Nov 5;21(8):305. doi: 10.1208/s12249-020-01863-1. PMID: 33151434.
10: Horne RR, Rich JT, Bradley MW, Pitt WG. Latanoprost uptake and release from commercial contact lenses. J Biomater Sci Polym Ed. 2020 Jan;31(1):1-19. doi: 10.1080/09205063.2019.1669126. Epub 2019 Sep 27. PMID: 31526302.
