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Iloprost

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Name

Iloprost

EINECS N/A
CAS No. 73873-87-7 Density 1.21g/cm3
PSA 77.76000 LogP 3.54130
Solubility N/A Melting Point N/A
Formula C22H32O4 Boiling Point 539.2oC at 760 mmHg
Molecular Weight 360.49 Flash Point 294oC
Transport Information N/A Appearance colorless oil
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 73873-87-7 (Iloprost) Hazard Symbols N/A
Synonyms

CILOPROST;6,9ALPHA-METHYLENE-11ALPHA,15S-DIHYDROXY-16-METHYL-PROSTA-5E,13E-DIEN-18-YN-1-OIC ACID;

 

Iloprost Chemical Properties

Molecule structure of Iloprost (CAS NO.73873-87-7):

IUPAC Name: (5E)-5-[(3aS,5R,6aS)-5-Hydroxy-4-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid 
Molecular Weight: 360.48708 g/mol
Molecular Formula: C22H32O4 
Density: 1.21 g/cm3 
Boiling Point: 539.2 °C at 760 mmHg 
Flash Point: 294 °C
Index of Refraction: 1.629
Molar Refractivity: 105.88 cm3
Molar Volume: 297.7 cm3
Surface Tension: 64.8 dyne/cm 
Enthalpy of Vaporization: 93.9 kJ/mol
Vapour Pressure: 7.06E-14 mmHg at 25 °C 
XLogP3-AA: 2.8
H-Bond Donor: 3
H-Bond Acceptor: 4
Rotatable Bond Count: 8
Exact Mass: 360.23006
MonoIsotopic Mass: 360.23006
Topological Polar Surface Area: 77.8
Heavy Atom Count: 26
Canonical SMILES: CC#CCC(C)C(C=CC1C(CC2C1CC(=CCCCC(=O)O)C2)O)O
Isomeric SMILES: CC#CCC(C)[C@@H](/C=C/C1[C@@H](C[C@H]2[C@@H]1C/C(=C/CCCC(=O)O)/C2)O)O
InChI: 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
InChIKey: HIFJCPQKFCZDDL-SGSAMSKHSA-N
Product Categories: Prostaglandins

Iloprost Uses

 Iloprost (CAS NO.73873-87-7) is a drug used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud's phenomenon and ischaemia.

Iloprost Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 201mg/kg (201mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
New Cardiovascular Drugs. Vol. 4, Pg. 209, 1986.
mouse LD50 oral > 100mg/kg (100mg/kg)   Drugs of the Future. Vol. 6, Pg. 676, 1981.
rat LD50 intravenous 119mg/kg (119mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
New Cardiovascular Drugs. Vol. 4, Pg. 209, 1986.
rat LD50 oral > 100mg/kg (100mg/kg)   Drugs of the Future. Vol. 6, Pg. 676, 1981.

Iloprost Specification

 Iloprost (CAS NO.73873-87-7) is also named as (16R,S)-Methyl-18,18,19,19-tetradehydro-6a-carbaprostaglandin I(sub 2) ; (E)-(3aS,4R,5R,6aS)-Hexahydro-5-hydroxy-4-((E)-(3S,4RS)-3-hydroxy-4-methyl-1-octen-6-ynyl)-delta(sup 2(1H),delta)-pentalenevaleric acid ; (E)-5-(3aS,4R,5R,6aS)-5-Hydroxy-4((E)-(3S,4RS)-3-hydroxy-4-methyl-1-octen-6-inyl)perhydropentalen-2-yliden)valeriansaeure ; Ciloprost ; Iloprostum ; Iloprostum [Latin] ; UNII-JED5K35YGL ; Ventavis ; ZK 36374 .

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