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MedKoo Cat#: 414959 | Name: Pimilprost

Description:

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

Pimilprost is a prostacyclin I1 (PGI1) analog; the methyl ester of SM-10906.

Chemical Structure

Pimilprost
Pimilprost
CAS#139403-31-9

Theoretical Analysis

MedKoo Cat#: 414959

Name: Pimilprost

CAS#: 139403-31-9

Chemical Formula: C23H40O5

Exact Mass: 396.2876

Molecular Weight: 396.57

Elemental Analysis: C, 69.66; H, 10.17; O, 20.17

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
Pimilprost; SM10902; SM-10902; SM 10902
IUPAC/Chemical Name
(+)-Methyl (2-((2R,3aS,4R,5R,6aS)-octahydro-5-hydroxy-4-((1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl)-2-pentalenyl)ethoxy)acetate
InChi Key
SLDLSMFNGFIPNI-RXYUHBJGSA-N
InChi Code
InChI=1S/C23H40O5/c1-4-5-6-16(2)11-19(24)7-8-20-21-13-17(12-18(21)14-22(20)25)9-10-28-15-23(26)27-3/h7-8,16-22,24-25H,4-6,9-15H2,1-3H3/b8-7+/t16-,17+,18-,19+,20+,21-,22+/m0/s1
SMILES Code
O=C(OC)COCC[C@@H]1C[C@@]2([H])C[C@@H](O)[C@H](/C=C/[C@@H](O)C[C@@H](C)CCCC)[C@@]2([H])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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 396.57 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
1: Oka M, Negishi M, Yamamoto T, Satoh K, Hirohashi T, Ichikawa A. Prostacyclin (PGI) receptor binding and cyclic AMP synthesis activities of PGI1 analogues, SM-10906 and its methyl ester, SM-10902, in mastocytoma P-815 cells. Biol Pharm Bull. 1994 Jan;17(1):74-7. doi: 10.1248/bpb.17.74. Erratum in: Biol Pharm Bull 1994 Jun;17(6):874. PMID: 7511960. 2: Yamamoto T, Horikawa N, Komuro Y, Hara Y. Effect of topical application of a stable prostacyclin analogue, SM-10902 on wound healing in diabetic mice. Eur J Pharmacol. 1996 Apr 29;302(1-3):53-60. doi: 10.1016/0014-2999(96)00019-2. PMID: 8790992. 3: Kaneko F, Zhang JZ, Maruyama K, Nihei Y, Ono I, Iwatsuki K, Yamamoto T. Prostaglandin I1 analogues, SM-10902 and SM-10906, affect human keratinocytes and fibroblasts in vitro in a manner similar to PGE1: therapeutic potential for wound healing. Arch Dermatol Res. 1995;287(6):539-45. doi: 10.1007/BF00374073. PMID: 7487139. 4: Yamamoto T, Satoh K, Nishimura T, Horikawa N, Mine T, Hirohashi T, Hara Y. Pharmacological properties of the new stable prostacyclin analogue 3-Oxa- methano-prostaglandin I. Arzneimittelforschung. 1994 Apr;44(4):483-90. PMID: 8011001. 5: Nishimura T, Yamamoto S, Yamamoto T, Kaneko M, Hara Y. Antithrombotic effect of topically applied 3-oxa-methano-prostaglandin I1 in the microcirculation and antiplatelet functions of its active form. Prostaglandins. 1996 Feb;51(2):149-59. doi: 10.1016/0090-6980(95)00185-9. Erratum in: Prostaglandins 1996 Aug;52(2):141. PMID: 8711136. 6: Nishimura T, Yamamoto T, Komuro Y, Hara Y. Antiplatelet functions of a stable prostacyclin analog, SM-10906 are exerted by its inhibitory effect on inositol 1,4,5-trisphosphate production and cytosolic Ca++ increase in rat platelets stimulated by thrombin. Thromb Res. 1995 Aug 1;79(3):307-17. doi: 10.1016/0049-3848(95)00117-a. PMID: 8533126. 7: Hiroi T, Maruyama K, Hattori K, Ohnuki T, Nagatomo T, Watanabe K, Yamamoto T, Hara Y. Affinity for [3H]iloprost binding sites and cAMP synthesis activity of a 3-oxa-methano prostaglandin I1 analog, SM-10906, in human platelets and endothelial cells. Jpn J Pharmacol. 1997 May;74(1):37-43. doi: 10.1254/jjp.74.37. PMID: 9195295.