ChemicalBook > CAS DataBase List > lubiprostone

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
More
Less

lubiprostone Property

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

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.

More
Less

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
More
Less

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

More
Less

lubiprostone Suppliers

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
Jiangsu Vcare PharmaTech Co., Ltd.
Tel
13327700685
Fax
+86-25-58744115
Email
sales@vcarepharmatech.com
Country
China
ProdList
310
Advantage
61
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5691
Advantage
66
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8836
Advantage
52
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
Wuhan Fortuna Chemical Co., Ltd
Tel
027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2866
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
sales@uhnshanghai.com
Country
China
ProdList
977
Advantage
58
China Nobel Chem Co., Limited
Tel
+86(0)21 60484900
Fax
+86(0)21 60484900
Country
China
ProdList
764
Advantage
50
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4674
Advantage
55
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3239
Advantage
55
Shanghai Union Resource Chemistry Co., Ltd
Tel
021-50454025 18930054025
Fax
021-50454025
Country
China
ProdList
103
Advantage
58
Porse Fine Chemical Co.,LTD
Tel
20-66003216 18666003216
Fax
+86-20-28069063
Email
info@porsefinechemical.com
Country
China
ProdList
2353
Advantage
62
Hangzhou J&H Chemical Co., Ltd.
Tel
0571-+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
11578
Advantage
59
Shanghai Song Yuan Chemical Technology Co., Ltd.
Tel
010-1234567 18521000990
Fax
86-021-33275113
Email
sonyuanchemical@163.com
Country
China
ProdList
6479
Advantage
50
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58
Taizhou KEDE Chemical Co., Ltd
Tel
0576-84613060 13093829633
Fax
0576-84613060
Email
sales@kedechemical.com
Country
China
ProdList
298
Advantage
60
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
Nanjing Chempioneer Pharmaceutical Co., Ltd.
Tel
18068075658
Fax
-
Email
sales@chempioneer.com
Country
China
ProdList
1811
Advantage
58
Shanghai Synchem Pharma Co., ltd
Tel
21-619849051-1 18521059765
Email
synchempharma@aliyun.com
Country
China
ProdList
6463
Advantage
55
Shanghai Send Pharmaceutical Technology Co., Ltd.
Tel
021-58088081 Q3382968513
Fax
QQ3382968513
Email
hailey@shsendpharm.com
Country
China
ProdList
3129
Advantage
55
Taizhou Ruixin Chemical Co., Ltd.
Tel
0576-89085261 15867635987
Fax
0576-89085262
Email
jasonhu09@163.com
Country
China
ProdList
442
Advantage
50
Pharmacodia (Beijing) Co.,Ltd
Tel
+86-400-851-9921
Fax
+86-10-82826195
Email
sales@pharmacodia.com
Country
China
ProdList
2317
Advantage
55
ShangHai Siyan Biological Technology Co., Ltd.
Tel
021-50908862,442785678,326799392 18721037013
Fax
021-50908862
Email
siyansales@126.com
Country
China
ProdList
9627
Advantage
58
parabiochem
Tel
025-83453382-8005
Fax
025-83453382
Email
sale@parabiochem.com
Country
China
ProdList
9595
Advantage
55
Raw material medicin reagent co.,Ltd
Tel
Email
sales@njromanme.com
Country
China
ProdList
4529
Advantage
58
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8012
Advantage
62
Jinan elephant international trading co., LTD
Tel
Fax
-
Email
13006575422@163.com
Country
China
ProdList
6355
Advantage
58
Zhengzhou Acme Chemical Co., Ltd.
Tel
0371-0371-55629727 13323845623
Fax
037155629727
Email
2885676761@qq.com
Country
China
ProdList
9996
Advantage
58
Shenzhen Simeiquan Biotechnology Co. Ltd
Tel
18126413629 0755-23311925 2355327053
Fax
0755-23311925
Email
abel@ycgmp.com
Country
China
ProdList
5113
Advantage
58
Shandong JunRui Pharmaceutical Co., Ltd.
Tel
0539-5636807 15318528770
Fax
0539-5636807
Email
ffeng813@163.com
Country
China
ProdList
254
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Medi-tech Bioscientific Co., Ltd.
Tel
0519-83246372 13585352506
Fax
0519-83246372
Country
China
ProdList
1844
Advantage
58
Kaixin Chemical (Hong Kong) Limited
Tel
010-88886666-01 13112345678
Fax
CDXH21@126.com
Email
loyson@tcypharm.com
Country
China
ProdList
595
Advantage
55
Shanghai Kangman Biological Technology Co., Ltd.
Tel
18800375331
Fax
021-50908862
Email
kangmansales@163.com
Country
China
ProdList
7570
Advantage
55
Henan Anky Chemical Technology Co., Ltd.
Tel
17836913271
Fax
0374-8348899
Email
3224305243@qq.com
Country
China
ProdList
2920
Advantage
58
Wellman Pharmaceutical Group Limited
Tel
027-83778875 15807197853
Fax
027-83991220
Email
15807197853@163.com
Country
China
ProdList
4028
Advantage
58
Chengdu Saiousi Pharmaceutical Co., Ltd
Tel
028-64971018 18108168130
Fax
86 028-64971018
Country
China
ProdList
1781
Advantage
55
Wuhan Netcom Electronic Commerce Limited
Tel
18064670521
Fax
0757-88210752
Email
2355935187@ycphar.com
Country
China
ProdList
4879
Advantage
58
Hubei ZhengXingyuan Chemical Co., Ltd.
Tel
027-87879183 15207106154
Fax
027-87877281
Email
2905723734@qq.com
Country
China
ProdList
298
Advantage
58
More
Less

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:


  • (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