Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)-

Basic Information

View in Editor

CAS Number

136790-76-6

Molecular Formula

C20H32F2O5

Molecular Weight

390.46 g/mol

EINECS

634-172-9

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Basic Physical Properties

Melting Point

56-59°C

Boiling Point

539.1±50.0 °C(Predicted)

Density

1.143±0.06 g/cm3(Predicted)

SMILES

View in Editor

CCCCC(C(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)(F)F

InChI

InChI=1S/C20H32F2O5/c1-2-3-12-20(21,22)18(25)11-10-15-14(16(23)13-17(15)24)8-6-4-5-7-9-19(26)27/h14-15,17,24H,2-13H2,1H3,(H,26,27)/t14-,15-,17-/m1/s1

InChIKey

DBVFKLAGQHYVGQ-BFYDXBDKSA-N

LogP

4.152500000000003

pKa

4.77±0.10(Predicted)

Topological Polar Surface Area

91.67 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

525

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Lubiprostone API
7-[(1r,4r,6r,9r)-4-(1,1-difluoropentyl)-4-hydroxy-8-oxo-5-oxabicyclo[4.3.0]non-9-yl]heptanoic acid
lubiprostone
Rubiprostone
SPI 0211
UNII-7662KG2R6K
AMITIZA LUBIPROSTONE
(11a)-16,16-Difluoro-11-hydroxy-9,15-dioxo-prostan-1-oic Acid
Ru 0211
(11α)-16,16-Difluoro-11-hydroxy-9,15-dioxo-prostan-1-oic Acid
Lubiprostone
13,14-dihydro-15-keto PD2
13,14-dihydro-15-keto Prostaglandin D2 Lipid Maps MS Standard
13,14-dihydro-15-keto-16,16-difluoro-PGE1
13,14-dihydro-15-keto-16,16-difluoro-Prostaglandin E1
13,14-Dihydro-15-keto-PGD2
13,14-Dihydro-15-ketoprostadlandin D2
13,14-dihydro-15-keto-prostaglandin D2
9ALPHA-HYDROXY-11,15-DIOXO-PROST-5Z-EN-1-OIC ACID
DK-PGD2
RU0211
RU-0211
SPI0211
SPI-0211
(11a,15R)-11,15-Epoxy-16,16-difluoro-15-hydroxy-9-oxo-prostan-1-oic acid
Amitiza
Lubiprostone hemiketal
7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoic acid
(2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-heptanoic acid
7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
Lubiprostone [USAN]

MDL Number

MFCD20268389

EC Number

634-172-9

Customs Code

2918990090

FAQ

What are the physical and chemical properties of Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- (CAS: 136790-76-6)?

Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- is a solid with a crystalline form. Its molecular weight is approximately 422.11 g/mol. This compound has limited water solubility and is soluble in organic solvents like ethanol and chloroform. It exhibits moderate reactivity towards nucleophiles and is somewhat stable under neutral conditions. The compound is typically used for research purposes and has limited industrial applications.

How is Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- (CAS: 136790-76-6) typically synthesized?

Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- is often synthesized through a multi-step organic reaction involving the introduction of fluorine atoms and subsequent ring oxidation. The synthesis typically requires the use of fluorinating agents and oxidizing reagents. The method involves the protection of the hydroxyl group, followed by fluorination and oxidation steps to achieve the desired product. The exact conditions and reagents can vary based on the specific synthetic route chosen.

What industries use Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- (CAS: 136790-76-6)?

Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- is primarily used in the pharmaceutical industry for research purposes. It may also find applications in the production of certain types of polymers and as a precursor in the synthesis of other compounds. The compound is less commonly used in semiconductors, sensors, or other industries due to its specific chemical structure and limited solubility.

What precautions should be taken when handling Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)- (CAS: 136790-76-6)?

When handling Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11α)-, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood due to its potential irritant properties. Spills should be cleaned up using appropriate materials and procedures, and the Material Safety Data Sheet (MSDS) should be consulted for detailed safety information. Proper disposal methods should be followed to ensure environmental safety.