Lubiprostone (136790-76-6),Lubiprostone (136790-76-6) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
Prostan-1-oic acid,16,16-difluoro-11-hydroxy-9,15-dioxo-, (11a)-
Superlist Name:
Lubiprostone
CAS No.:
136790-76-6
Molecular Structure:
Formula:
C₂₀H₃₂F₂O₅
Molecular Weight:
390.46
Synonyms:
(-)-7-((2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta(b)pyran-5-yl)heptanoic acid;Amitiza;7-[(1R,4R,6R,9R)-4-(1,1-Difluoropentyl)-4-hydroxy-8-oxo-5-oxabicyclo[4.3.0]non-9-yl]heptanoic acid;
Density:
1.052 g/cm³
Melting Point:
56-59 °C
Boiling Point:
548.169 °C at 760 mmHg
Flash Point:
299.385 °C
Appearance:
white solid

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Chemistry

Product Name: Lubiprostone (CAS NO.136790-76-6)

Molecular Formula: C₂₀H₃₂F₂O₅
Molecular Weight: 390.46g/mol
Mol File: 136790-76-6.mol
Appearance: White Solid
Melting Point: 56-59°C
Boiling point: 532.3 °C at 760 mmHg
Flash Point: 275.7 °C
Density: 1.175 g/cm³
Index of Refraction: 1.486
Molar Refractivity: 95.38 cm³
Molar Volume: 332 cm³
Surface Tension: 41.2 dyne/cm
Enthalpy of Vaporization: 92.94 kJ/mol
Vapour Pressure: 1.49E-13 mmHg at 25°C
XLogP3-AA: 4
H-Bond Donor: 2
H-Bond Acceptor: 7
Structure Descriptors of Lubiprostone (CAS NO.136790-76-6):
IUPAC Name: 7-[(2R,4aR,5S,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
Canonical SMILES: CCCCC(C1(CCC2C(O1)CC(=O)C2CCCCCCC(=O)O)O)(F)F
Isomeric SMILES: CCCCC([C@]1(CC[C@H]2[C@H](O1)CC(=O)[C@H]2CCCCCCC(=O)O)O)(F)F
InChI: InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15+,17+,20+/m0/s1
InChIKey: WGFOBBZOWHGYQH-DKYLXPRQSA-N
Product Categories: Prostaglandin; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals

Uses

A locally acting chloride channel activator for the treatment of gastrointestinal disorders.

Safety Profile

In clinical trials, the most common adverse event was nausea (31%). Other adverse events (≥5% of patients) included diarrhea (13%), headache (13%), abdominal distention (7%), abdominal pain (7%), flatulence (6%), sinusitis (5%) and vomiting (5%).

Specification

Lubiprostone , its CAS NO. is 136790-76-6, the synonyms are (-)-7-((2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta(b)pyran-5-yl)heptanoic acid ; Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-,
(11alpha)- .