Identification |
Name: | Pentanoic acid,5-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-2(1H)-pentalenylidene]-,(5E)- |
Synonyms: | Pentanoicacid, 5-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-ynyl]-2(1H)-pentalenylidene]-,(5E)- (9CI);(1S,2R,3R,5S)-7-[(E)-4-Carboxybutylidene]-2-[(3S,1E)-3-hydroxy-4-methyl-6-octyn-1-enyl]-bicyclo[3.3.0]octane;Ciloprost;Endoprost;Ilomedin;Iloprost;ZK 36374;73873-87-7; |
CAS: | 78919-13-8 |
Molecular Formula: | C22H32 O4 |
Molecular Weight: | 360.49 |
InChI: | InChI=1/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 |
Molecular Structure: |
![(C22H32O4) Pentanoicacid, 5-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-ynyl]-...](https://img1.guidechem.com/chem/e/dict/180/78919-13-8.jpg) |
Properties |
Melting Point: | 115.7 DEG C |
Flash Point: | 294°C |
Boiling Point: | 539.2°C at 760 mmHg |
Density: | 1.21g/cm3 |
Refractive index: | 1.629 |
Solubility: | SOL IN ALKALIES, HOT PETROLEUM ETHER > 10% in ether > 10% in ethanol Water solubility = 1.113X10+4 mg/l @ 18 deg C |
Appearance: | colorless oil |
Specification: | usageEng:A synthetic analogue of Prostacyclin (PGI2) used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud's phenomenon and ischemia. It acts through elevation of cAMP by binding to the prostacyclin receptor (IP receptor). Iloprost inhibits the ADP, thrombin, and collagen-induced aggregation of human platelets with an ED50 of about 13 nM. In whole animals, iloprost acts as a vasodilator, hypotensive, antidiuretic, and prolongs bleeding time. |
Biological Activity: | Prostacyclin (PGI 2 ) analog that binds with high affinity to IP, EP 1 and EP 3 receptors (K i values are 11, 11, 56, 284, 619, 1035, 1870 and 6487 nM for IP, EP 1 , EP 3 , EP 4 , FP, DP, EP 2 and TP receptors respectively). Inhibits platelet aggregation induced by collagen, thrombin and ADP (IC 50 values are 0.24, 0.71 and 1.07 nM respectively). |
Flash Point: | 294°C |
Color: | YELLOW MONOCLINIC PRISMS FROM WATER OR PETROLEUM ETHER Greenish-yellowish solid Pale-yellow solid. |
Usage: | A synthetic analogue of Prostacyclin (PGI2) used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud's phenomenon and ischemia. It acts through elevation of cAMP by binding to the prostacyclin receptor (IP receptor). Iloprost inhibits the ADP, thrombin, and collagen-induced aggregation of human platelets with an ED50 of about 13 nM. In whole animals, iloprost acts as a vasodilator, hypotensive, antidiuretic, and prolongs bleeding time. |
Safety Data |
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