OP-2507

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

MedKoo CAT#: 530118

CAS#: 101758-79-6

Description: OP-2507 is a prostacyclin agonist potentially for the treatment of hepatic insufficiency and hypertension.

Chemical Structure

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OP-2507
CAS# 101758-79-6
Instruction

Theoretical Analysis

MedKoo Cat#: 530118
Name: OP-2507
CAS#: 101758-79-6
Chemical Formula: C25H41NO4
Exact Mass: 419.30
Molecular Weight: 419.610
Elemental Analysis: C, 71.56; H, 9.85; N, 3.34; O, 15.25

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: OP-2507; OP2507; OP 2507

IUPAC/Chemical Name: methyl 5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-3-(4-propylcyclohexyl)prop-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]pyrrol-2-yl]pentanoate

InChi Key: UQEOPLABKYFAJH-FPNSLHOUSA-N

InChi Code: InChI=1S/C25H41NO4/c1-3-6-17-9-11-18(12-10-17)23(27)14-13-20-21-15-19(26-22(21)16-24(20)28)7-4-5-8-25(29)30-2/h13-14,17-18,20-24,27-28H,3-12,15-16H2,1-2H3/b14-13+/t17?,18?,20-,21-,22+,23-,24-/m1/s1

SMILES Code: O=C(OC)CCCCC1=N[C@]2([H])[C@]([C@@H](/C=C/[C@@H](O)C3CCC(CCC)CC3)[C@H](O)C2)([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: 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 419.61 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Usui M, Kato H, Kuriyama N, Azumi Y, Kishiwada M, Mizuno S, Sakurai H, Tabata M, Hayashi T, Suzuki K, Isaji S. Effect of a prostaglandin I(2) analog on the expression of thrombomodulin in liver and spleen endothelial cells after an extensive hepatectomy. Surg Today. 2011 Feb;41(2):230-6. doi: 10.1007/s00595-009-4263-7. PubMed PMID: 21264759.

2: Kurata M, Okajima K, Kawamoto T, Uchiba M, Ohkohchi N. Antithrombin reduces reperfusion-induced hepatic metastasis of colon cancer cells. World J Gastroenterol. 2006 Jan 7;12(1):60-5. PubMed PMID: 16440418; PubMed Central PMCID: PMC4077492.

3: Chen MF, Chen JC, Chiu DF, Ng CJ, Shyr MH, Chen HM. Prostacyclin analogue (OP-2507) induces delayed ex vivo neutrophil apoptosis and attenuates reperfusion-induced hepatic microcirculatory derangement in rats. Shock. 2001 Dec;16(6):473-8. PubMed PMID: 11770047.

4: Hirano T, Nakafusa Y, Kawano R, Motoyama K, Arima T, Sugitani A, Tanaka M. The combined use of prostaglandin I2 analogue (OP-2507) and thromboxane A2 synthetase inhibitor (OKY-046) strongly inhibits atherosclerosis of aortic allografts in rats. Surgery. 2001 May;129(5):595-605. PubMed PMID: 11331452.

5: Miura A, Hao Y, Koike Y, Wang LM, Honda Y, Mineshita S. The effect of the prostaglandin I2 analogue OP-2507 on adrenaline-induced pulmonary edema in rabbits and analysis of hemodynamic changes. Jpn J Pharmacol. 2000 Jun;83(2):125-34. PubMed PMID: 10928325.

6: Kuroda H, Kawarada Y, Das BC, Iwata M, Isaji S. Ultrastructural study of the remnant liver after extensive hepatectomy in dogs; especially morphological alterations of sinusoidal endothelial cells. Hepatogastroenterology. 2000 Mar-Apr;47(32):450-4. PubMed PMID: 10791211.

7: Chen HM, Chen MF, Shyr MH. Prostacyclin analogue (OP-2507) attenuates hepatic microcirculatory derangement, energy depletion, and lipid peroxidation in a rat model of reperfusion injury. J Surg Res. 1998 Dec;80(2):333-8. PubMed PMID: 9878334.

8: Iida T, Yokoi H, Kawarada Y. The effects of a thromboxane A2 synthesis inhibitor and a prostaglandin I2 analogue on experimental acute necrotizing pancreatitis in rats. Pancreas. 1998 Aug;17(2):140-7. PubMed PMID: 9700944.

9: Ochiai H, Nakamura S, Suzuki S, Baba S. Pancreatic damage resulting from temporary portal triad interruption during partial hepatectomy: protective effect of a prostaglandin I2 analogue. J Surg Res. 1997 Dec;73(2):129-36. PubMed PMID: 9441806.

10: Wang M, Sakon M, Miyoshi H, Umeshita K, Kishimoto S, Taniguchi K, Gotoh M, Imajoh-Ohmi S, Monden M. Prostacyclin analog-suppressed ischemia-reperfusion injury of the rat liver: evaluation by calpain mu activation. J Surg Res. 1997 Dec;73(2):101-6. PubMed PMID: 9441801.

11: Hirano T, Nakafusa Y, Nishinaka H, Takeda K, Kawano R, Nakano M, Arima T, Motoyama K, Nakamura K, Torada N, Ikematsu H, Kamei T, Tanaka M. Effect of prostaglandin I2 analogue and thromboxane A2 synthetase inhibitor on chronic rejection in rats. Transplant Proc. 1997 Feb-Mar;29(1-2):1520. PubMed PMID: 9123408.

12: Kim YI, Yoo YO, Park SH, Lee HI, Joo DH, Park KH, Tanamachi H. Successful transplantation of liver grafts from non-heart-beating donors by synergistic use of prostaglandins (E1 and I2 analogue) and steroids. Transplant Proc. 1997 Feb-Mar;29(1-2):1369-70. PubMed PMID: 9123343.

13: Nawata S, Sugi K, Ueda K, Nawata K, Kaneda Y, Esato K. Prostacyclin analog OP2507 prevents pulmonary arterial and airway constriction during lung preservation and reperfusion. J Heart Lung Transplant. 1996 May;15(5):470-4. PubMed PMID: 8771502.

14: Irita K, Sakai H, Yamakawa M, Nawata H, Yoshitake J, Takahashi S. Effects of OP 2507, a stable analogue of prostaglandin I2, on carbon tetrachloride-induced liver damage in starved rats. Tohoku J Exp Med. 1996 Mar;178(3):279-85. PubMed PMID: 8727710.

15: Goto S, Shimizu Y, Lord R, Vari F, Edwards-Smith C, Chiba S, Kamada N. The beneficial effect of the prostacyclin analogue (OP 2507) on rat liver transplantation subjected to an extended anhepatic phase. Transpl Int. 1996;9(6):607-10. PubMed PMID: 8914245.

16: Mashima S, Shirakami G, Mitsuyoshi A, Nakagami M, Morimoto T, Terasaki M, Nakao K, Yamabe H, Yamaoka Y, Ozawa K. Evaluation of the protective effect of a novel prostacyclin analog on mesenteric circulation following warm ischemia. Eur Surg Res. 1996;28(1):14-25. PubMed PMID: 8682140.

17: Nakano H, Monden M, Umeshita K, Murata M, Miyoshi H, Kanai T, Gotoh M, Mori T. Cytoprotective effect of prostaglandin I2 analogues on superoxide-induced hepatocyte injury. Surgery. 1994 Nov;116(5):883-9. PubMed PMID: 7940193.

18: Kim YI, Kai T, Kitano S, Ishii T, Tatsuma T, Kamada N, Sugimachi K. Hepatoprotection by a PGI2 analogue in complete warm ischemia of the pig liver. Prostanoid release from the reperfused liver. Transplantation. 1994 Oct 27;58(8):875-9. PubMed PMID: 7940729.

19: Umeki S. Prostaglandin E and analogs of prostacyclin influencing superoxide production by the human neutrophil NADPH oxidase system. Int J Biochem. 1994 Aug;26(8):1003-8. PubMed PMID: 8088410.

20: Nakano H, Monden M, Umeshita K, Murata M, Miyoshi H, Kanai T, Gotoh M, Mori T. Protective effects of prostaglandin I2 analogues on superoxide-induced hepatocyte injury. Ann N Y Acad Sci. 1994 Jun 17;723:447-50. PubMed PMID: 8030909.