Synonym
AFP-07 free acid; AFP 07 free acid; AFP07 free acid;
IUPAC/Chemical Name
Prosta-5,13-dien-18-yn-1-oic acid, 6,9-epoxy-7,7-difluoro-11,15- dihydroxy-16,20-dimethyl-, (5Z,9R,11R,13E,15S,16S)-
InChi Key
PVHIRYQSPDZLLG-HPUAWPBWSA-N
InChi Code
InChI=1S/C22H30F2O5/c1-3-4-5-8-14(2)16(25)12-11-15-17(26)13-18-21(15)22(23,24)19(29-18)9-6-7-10-20(27)28/h9,11-12,14-18,21,25-26H,3,6-8,10,13H2,1-2H3,(H,27,28)/b12-11+,19-9-/t14-,15-,16+,17+,18+,21+/m0/s1
SMILES Code
O=C(O)CCC/C=C(O1)/C(F)(F)[C@H]2[C@@]1([H])C[C@@H](O)[C@@H]2/C=C/[C@@H](O)[C@@H](C)CC#CCC
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
412.47
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: McCormick C, Jones RL, Kennedy S, Wadsworth RM. Activation of prostanoid EP receptors by prostacyclin analogues in rabbit iliac artery: implications for anti-restenotic potential. Eur J Pharmacol. 2010 Sep 1;641(2-3):160-7. doi: 10.1016/j.ejphar.2010.04.035. Epub 2010 May 5. PubMed PMID: 20450909.
2: Jones RL, Chan KM. Investigation of the agonist activity of prostacyclin analogues on prostanoid EP4 receptors using GW 627368 and taprostene: evidence for species differences. Prostaglandins Leukot Essent Fatty Acids. 2005 Apr;72(4):289-99. PubMed PMID: 15763441.
3: Chan KM, Jones RL. Partial agonism of taprostene at prostanoid IP receptors in vascular preparations from guinea-pig, rat, and mouse. J Cardiovasc Pharmacol. 2004 Jun;43(6):795-807. PubMed PMID: 15167273.
4: Chow KB, Jones RL, Wise H. Agonists can discriminate between cloned human and mouse prostacyclin receptors. Prostaglandins Leukot Essent Fatty Acids. 2004 May;70(5):423-9. PubMed PMID: 15062844.
5: Jones RL, Chan K. Distinction between relaxations induced via prostanoid EP(4) and IP(1) receptors in pig and rabbit blood vessels. Br J Pharmacol. 2001 Sep;134(2):313-24. PubMed PMID: 11564649; PubMed Central PMCID: PMC1572952.
6: Chang CS, Negishi M, Nakano T, Morizawa Y, Matsumura Y, Ichikawa A. 7,7-Difluoroprostacyclin derivative, AFP-07, a highly selective and potent agonist for the prostacyclin receptor. Prostaglandins. 1997 Feb;53(2):83-90. PubMed PMID: 9112287.
