lubiprostone

Product Name: lubiprostone
CAS No.: 333963-40-9
Chemical Name: lubiprostone
Synonyms: UR-021;Amitiza;Spi 0211;Lubiprostone;Unii-7662kg2R6k;Lubiprostone-d4;Ruby prostaglandin;AMitiza Lubiprostone;Lubiprostone hemiketal;Prostaglin Lubiprostone
CBNumber: CB32129504
Molecular Formula: C20H32F2O5
Formula Weight: 390.46
MOL File: 333963-40-9.mol

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lubiprostone Property

Boiling point:: 532.3±50.0 °C(Predicted)
Density: 1.175
storage temp.: -20°C Freezer
pka: 4.77±0.10(Predicted)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: API0005783
Product name: LUBIPROSTONE-D4
Purity: 95.00%
Packaging: 5MG
Price: $496.11
Updated: 2021/12/16

Alichem

Product number: 333963409
Product name: 7-((2R,4AR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoicacid
Packaging: 250mg
Price: $888.8
Updated: 2021/12/16

Chemenu

Product number: CM182388
Product name: 7-((2R,4AR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoicacid
Purity: 95%+
Packaging: 1g
Price: $1889
Updated: 2021/12/16

Alichem

Product number: 333963409
Product name: 7-((2R,4AR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoicacid
Packaging: 1g
Price: $1979.6
Updated: 2021/12/16

Crysdot

Product number: CD11142139
Product name: 7-((2R,4AR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoicacid
Purity: 97%
Packaging: 1g
Price: $2020
Updated: 2021/12/16

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lubiprostone Chemical Properties,Usage,Production

Description

Chronic constipation is an affliction affecting 4–5 million Americans alone. When no specific cause is identified, it is classified as idiopathic. Dietary and lifestyle modifications are the first-line conventional approaches followed by the administration of laxatives. Unfortunately, chronic idiopathic constipation is frequently refractory to traditional therapy; thus, the need for novel agents exists. Lubiprostone is a bicyclic fatty acid with a novel mechanism of action. Without affecting sodium and potassium ion concentrations, lubiprostone activates intestinal chloride ion channels, thereby, increasing intestinal water secretion and intestinal fluid chloride ion concentration. In basolateral membranepermeabilized T84 gastrointestinal epithelial cells under chloride gradient conditions, lubiprostone concentration-dependently increased short-circuit current with an EC50 of approximately 20 nM.

Originator

Sucampo (US)

Uses

Lubiprostone (Ring Closed) is a bicyclic fatty acid used for the treatment of chronic constipation and constipation associated irritable bowel syndrome (IBS-C).

brand name

Amitiza

General Description

This product is marketed as Amitiza bySucampo Pharmaceuticals, Inc. and Takeda PharmaceuticalsAmerica, Inc. to relieve chronic idiopathic constipation inadults. The recommended oral dosage is 24 μg 2 times a daywith food. Precautions and side effects are similar to thosefor other prostaglandin-derived products.

Synthesis

Synthesis of lupiprostone started with the tetrahydropyran (THP) protected (-)Corey lactone 30. Desilylation of 30 with TBAF in THF gave free carbinol in 82% yield which was oxidized with oxalyl chloride and DMSO to give corresponding crude aldehyde 31. Aldehyde 31 was condensed with dimethyl 3,3,-difluoro-2-oxoheptylphosphonate (32) in the presence of thallium ethoxide to give unsaturated difluoroketone 33 which was hydrogenated with H2 over Pd/C in ethyl acetate and the resulting ketone was subsequently reduced with sodium borohydride in methanol to give lactone 34 in excellent yield. The lactone 34 was reduced to lactol 35 with DIBAL at -78??C in toluene and the crude lactol 35 was condensed with 4-carboxybutyl triphenylphosphonium bromide (36) in the presence of t-BuOK in THF to yield compound 37. Crude 37 was reacted with benzyl bromide and DBU in dichloromethane (DCM) to give the benzyl ester in 96% yield. Oxidation of the alcohol with Collins reagent and removal of the THP protecting group under acidic conditions gave corresponding prostaglandin E2 benzyl ester 38. Finally, compound 38 was submitted to simultaneous benzyl ester group cleavage and double bond hydrogenation with H2 over Pd/C in ethyl acetate to give lubiprostone (V) in 94% yield.

lubiprostone Preparation Products And Raw materials

Raw materials

Preparation Products

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lubiprostone Suppliers

Canada 1 China 172 India 9 United States 6 USA 1 Global 189

Shanghai finete Pharmaceutical Co., Ltd.

Tel: 021-021-00000000 18221039705
Fax: QQ:17263424
Email: finetechpharm@126.com
Country: China
ProdList: 207
Advantage: 58

Nanjing Vcare PharmaTech Co., Ltd

Tel: 025-58741518 13327700685
Email: sales@vcarepharmatech.com
Country: China
ProdList: 508
Advantage: 58

Huigen Biotech (Shanghai) Co., Ltd.

Tel: 13761582449; 13761582449
Email: qingqing_claire@126.com
Country: China
ProdList: 189
Advantage: 58

Hubei Lingyan Biotechnology Co., Ltd

Tel: 027-59304846 13297025796
Email: 2331003879@qq.com
Country: China
ProdList: 60
Advantage: 58

Jinan Junnuo Trading Co., LTD

Tel: 13345898948
Email: 1301260554@qq.com
Country: China
ProdList: 114
Advantage: 58

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

Chemvon Biotechnology Co., Ltd

Tel: 021-50790412
Fax: +86-21-50790419
Email: info@chemvon.com
Country: China
ProdList: 371
Advantage: 57

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 19179
Advantage: 64

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42958
Advantage: 64

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View Lastest Price from lubiprostone manufacturers

Sinoway Industrial co., ltd.

Product: Lubiprostone 333963-40-9
Price: US $0.00-0.00/G/Bag
Min. Order: 1G/Bag
Purity: 99% up
Supply Ability: 2 tons
Release date: 2024-06-27

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Lubiprostone 333963-40-9
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-09-19

Career Henan Chemical Co

Product: lubiprostone 333963-40-9
Price: US $1.00/ASSAYS
Min. Order: 1ASSAYS
Purity: 85.0-99.8%
Supply Ability: 20tons
Release date: 2020-01-08

333963-40-9, lubiprostoneRelated Search:

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(2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-heptanoic acid

Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11alpha,15R)-

Spi 0211

Unii-7662kg2R6k

(2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-h

7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl)heptanoic acid

AMitiza Lubiprostone

7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoic acid

Lubiprostone

UR-021

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 (Mixture of Tautomeric Isomers)

Lubiprostone-d4

Lubiprostone (Ring Closed)

Ruby prostaglandin

7-((2R,4aR,5R,7aS)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoic acid

Lubiprostone hemiketal

Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11α,15R)-

(-)-7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6- oxooctahydrocyclopenta[b]pyran-5-yl]heptanoic acid

Prostaglin Lubiprostone

7-((1R,2S)-2-(4,4-difluoro-3-oxooctyl)-5-oxocyclopent-3-en-1-yl)heptanoic acid

Amitiza

Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11α,15R)-

333963-40-9

33963-40-9

API