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MedKoo Cat#: 461123 | Name: Cloprostenol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cloprostenol is a synthetic prostaglandin analogue.

Chemical Structure

Cloprostenol
Cloprostenol
CAS#40665-92-7

Theoretical Analysis

MedKoo Cat#: 461123

Name: Cloprostenol

CAS#: 40665-92-7

Chemical Formula: C22H29ClO6

Exact Mass: 424.1653

Molecular Weight: 424.91

Elemental Analysis: C, 62.19; H, 6.88; Cl, 8.34; O, 22.59

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Cloprostenol; Estrofan; Oestrophan;
IUPAC/Chemical Name
(Z)-7-((1R,2R,3R,5S)-2-((R,E)-4-(3-chlorophenoxy)-3-hydroxybut-1-en-1-yl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid
InChi Key
VJGGHXVGBSZVMZ-QIZQQNKQSA-N
InChi Code
InChI=1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
SMILES Code
Clc1cccc(OC[C@H](O)/C=C/[C@H]2[C@H](O)C[C@H](O)[C@@H]2C/C=C\CCCC(O)=O)c1
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 424.91 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.

Recalculate based on batch purity %
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
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PubMed PMID: 25582321. 8: Franca JR, Foureaux G, Fuscaldi LL, Ribeiro TG, Rodrigues LB, Bravo R, Castilho RO, Yoshida MI, Cardoso VN, Fernandes SO, Cronemberger S, Ferreira AJ, Faraco AA. Bimatoprost-loaded ocular inserts as sustained release drug delivery systems for glaucoma treatment: in vitro and in vivo evaluation. PLoS One. 2014 Apr 30;9(4):e95461. doi: 10.1371/journal.pone.0095461. eCollection 2014. PubMed PMID: 24788066; PubMed Central PMCID: PMC4005758. 9: Bourne GR, Moss SR, Phillips PJ, Webster JT, White DF. Ion cluster techniques in drug metabolism: an example of the use of mixtures of the [12C]:[14C] isotopic forms of the synthetic prostaglandin cloprostenol ('Estrumate') to facilitate metabolite identification. Biomed Mass Spectrom. 1979 Aug;6(8):359-60. PubMed PMID: 497363. 10: Li J, Lin X, Yu M. Meta-analysis of randomized controlled trials comparing latanoprost with other glaucoma medications in chronic angle-closure glaucoma. Eur J Ophthalmol. 2015 Jan-Feb;25(1):18-26. doi: 10.5301/ejo.5000506. Epub 2014 Jul 8. PubMed PMID: 25044139. 11: Kawai-Tsuboi N, Kawai M, Minami Y, Yoshida A. A study of the association between patterns of eye drop prescription and medication usage in glaucoma subjects. J Glaucoma. 2015 Mar;24(3):202-6. doi: 10.1097/IJG.0b013e31829e1b8b. PubMed PMID: 23807351. 12: Kucukevcilioglu M, Bayer A, Uysal Y, Altinsoy HI. Prostaglandin associated periorbitopathy in patients using bimatoprost, latanoprost and travoprost. Clin Exp Ophthalmol. 2014 Mar;42(2):126-31. doi: 10.1111/ceo.12163. Epub 2013 Aug 4. PubMed PMID: 23844550. 13: Macky TA. Bimatoprost/timolol versus travoprost/timolol fixed combinations in an Egyptian population: a hospital-based prospective randomized study. J Glaucoma. 2014 Oct-Nov;23(8):561-6. doi: 10.1097/IJG.0b013e3182867be3. PubMed PMID: 23429621. 14: Rao RC, Ballard TN, Chen TC. Iris heterochromia and unilateral eyelash hypertrichosis. JAMA. 2015 May 19;313(19):1967-8. doi: 10.1001/jama.2015.1348. PubMed PMID: 25988467; PubMed Central PMCID: PMC4499467. 15: Zhang C. Influence of local application of glaucoma medications-travoprost eye drops on patients' tear film function. Pak J Pharm Sci. 2015 Mar;28(2 Suppl):781-4. PubMed PMID: 25796154. 16: Karslioğlu MZ, Hoşal MB, Tekeli O. Periocular changes in topical bimatoprost and latanoprost use. Turk J Med Sci. 2015;45(4):925-30. PubMed PMID: 26422869. 17: Chen W, Dong N, Huang C, Zhang Z, Hu J, Xie H, Pan J, Liu Z. Corneal alterations induced by topical application of commercial latanoprost, travoprost and bimatoprost in rabbit. PLoS One. 2014 Mar 14;9(3):e89205. doi: 10.1371/journal.pone.0089205. eCollection 2014. Erratum in: PLoS One. 2014;9(5):e98378. PubMed PMID: 24632558; PubMed Central PMCID: PMC3954555. 18: Lipatov DV, Chistyakov TA, Kuzmin AG, Tolkacheva AA. The fixed combination efficacy assessment in patients with secondary neovascular glaucoma and diabetes mellitus. Curr Diabetes Rev. 2015;11(4):281-4. PubMed PMID: 26004082. 19: Fukuda M, Sasaki H. The transcorneal penetration of commercial ophthalmic formulations containing timolol maleate in rabbit eyes. J Ocul Pharmacol Ther. 2015 Feb;31(1):57-60. doi: 10.1089/jop.2014.0015. PubMed PMID: 25303115. 20: Wang K, Xu L, Yuan Z, Yao K, Zhao J, Xu L, Fang A, Zhang M, Wu L, Ji J, Hou J, Liu Q, Sun X. Intraocular pressure-lowering efficacy and safety of bimatoprost 0.03% therapy for primary open-angle glaucoma and ocular hypertension patients in China. BMC Ophthalmol. 2014 Feb 25;14:21. doi: 10.1186/1471-2415-14-21. PubMed PMID: 24568617; PubMed Central PMCID: PMC3943806.