Iloprost-d4

Iloprost-d4 is intended for use as an internal standard for the quantification of iloprost (Cay-18215) by GC- or LC-MS. Iloprost is an agonist of the IP receptor and the prostaglandin E2 (PGE2) receptor subtype EP1 and a derivative of PGI2. It selectively binds to IP and EP1 receptors (Ki = 11 nM for both) over EP2, EP4, DP, FP, and TP receptors (Kis = 1,870, 284, 1,035, 619, and 6,487 nM, respectively) but also binds to the EP3 receptor (Ki = 56 nM). Iloprost increases cAMP levels in HEK293 cells expressing IP or EP3 receptors (EC50s = 0.37 and 27.5 nM, respectively) and increases calcium levels in HEK293 cells expressing the EP1 receptor (EC50 = 0.3 nM). It inhibits ADP-, thrombin-, and collagen-induced platelet aggregation in isolated human platelet-rich plasma (IC50s = 1.07, 0.71, and 0.24 nM, respectively). Iloprost (100 ng/kg per minute) increases the time to occlusive coronary artery thrombosis in a porcine model of electrically induced coronary artery thrombosis. Aerosolized administration of iloprost (130-1,300 ng/kg per minute) reduces right ventricular systolic pressure and reverses vascular remodeling in rats in a model of chronic pulmonary hypertension induced by the alkaloid monocrotaine (Cay-16666). Formulations containing iloprost have been used in the treatment of pulmonary arterial hypertension and severe frostbite.Formal Name: 5-((3aS,4R,5R,6aS,E)-5-hydroxy-4-((3S,E)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl)hexahydropentalen-2(1H)-ylidene)pentanoic-3,3,4,4-d4 acid. Synonyms: Ciloprost-d4. Molecular Formula: C22H28D4O4. Formula Weight: 364.5. Purity: >99% deuterated forms (d1-d4). Formulation: (Request formulation change), A solution in methyl acetate. Solubility: Chloroform: Sparingly Soluble: 1-10 mg/ml, Dichloromethane: Slightly Soluble: 0.1-1 mg/ml, Methyl Acetate: Slightly Soluble: 0.1-1 mg/ml. SMILES: O[C@@H]1C[C@H](C/2)[C@H](CC2=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@H]1/C=C/[C@@H](O)C(C)CC#CC. InChi Code: InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1/i5D2,6D2. InChi Key: HIFJCPQKFCZDDL-GYJNXEMESA-N.