Synonym
REMIPROSTOL; 110845-89-1; UNII-YCT6Z40PQR; Remiprostol; YCT6Z40PQR; SC-48834; SC-46275
IUPAC/Chemical Name
methyl (Z)-7-[(1R,2R,3R)-2-[(1E,5E)-6-(cyclopenten-1-yl)-4-hydroxy-4-methylhexa-1,5-dienyl]-3-hydroxy-5-oxocyclopentyl]hept-4-enoate
InChi Key
ZZVPHCPLTZTOBC-XBFCOAIZSA-N
InChi Code
InChI=1S/C25H36O5/c1-25(29,17-15-19-10-7-8-11-19)16-9-13-21-20(22(26)18-23(21)27)12-5-3-4-6-14-24(28)30-2/h3-4,9-10,13,15,17,20-21,23,27,29H,5-8,11-12,14,16,18H2,1-2H3/b4-3-,13-9+,17-15+/t20-,21-,23-,25?/m1/s1
SMILES Code
O=C(OC)CC/C=C\CC[C@@H]1[C@@H](/C=C/CC(C)(O)/C=C/C2=CCCC2)[C@H](O)CC1=O
Appearance
To be determined
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
416.56
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: Perkins WE, Burton EG, Tsai BS, Collins PW, Casler JJ, Gasiecki AF, Bauer RF,
Jones PH, Gaginella TS. SC-46275: a potent, long-acting gastric antisecretory
prostaglandin with low oral bioavailability in the dog. J Pharmacol Exp Ther.
1991 Dec;259(3):1004-7. PMID: 1762057.
2: Savage MA, Moummi C, Karabatsos PJ, Lanthorn TH. SC-46275: a potent and
highly selective agonist at the EP3 receptor. Prostaglandins Leukot Essent Fatty
Acids. 1993 Dec;49(6):939-43. doi: 10.1016/0952-3278(93)90179-z. PMID: 8140121.
3: Tsai BS, Keith RH, Perkins WE, Walsh RE, Anglin CP, Collins PW, Gasiecki AW,
Bauer RF, Jones PH, Gaginella TS. Preferential binding of the novel
prostaglandin SC-46275 to canine gastric versus intestinal receptors. J
Pharmacol Exp Ther. 1995 Oct;275(1):368-73. PMID: 7562572.
4: Widomski D, Fretland DJ, Gasiecki AF, Collins PW. The prostaglandin analogs,
misoprostol and SC-46275, potently inhibit cytokine release from activated human
monocytes. Immunopharmacol Immunotoxicol. 1997 May;19(2):165-74. doi:
10.3109/08923979709007656. PMID: 9130003.