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(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide

Bimatoprost

CAS: 155206-00-1

Molecular Formula: C25H37NO4

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  5. (5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Names and Identifiers

Name Bimatoprost
Synonyms LUMIGAN
BIMATOPROST
Bimatoprost
Bimatoprost(TM)
BIMATOPROST(TM)
BIMATOPROST(LUMIGAN)
Bimatoprost(LUMIGAN)
17-phenyl-tri-norprostaglandin f2α-ethyl amide
17-phenyl TRINOR prostaglandin F2ALPHA ethyl amide
17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ETHYL AMIDE
N-ETHYL-9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-AMIDE
N-ethyl-9ALPHA,11ALPHA,15S-Trihydroxy-17-phenyl-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-amide
(Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
(5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide
(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide
CAS 155206-00-1
EINECS 642-890-9
InChI InChI=1/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3+,17-16+/t20-,21+,22+,23-,24+/m0/s1
InChIKey AQOKCDNYWBIDND-FTOWTWDKSA-N

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Physico-chemical Properties

Molecular FormulaC25H37NO4
Molar Mass415.57
Density1.145±0.06 g/cm3(Predicted)
Melting Point66-68°C
Boling Point629.8±55.0 °C(Predicted)
Flash Point334.7°C
Solubility Soluble in ethanol (~50 mg/ml), methanol, DMSO (~25 mg/ml), DMF (~25 mg/ml), and PBS (
Vapor Presure9.94E-17mmHg at 25°C
AppearanceCrystalline solid
ColorWhite to Off-White
pKa14.25±0.20(Predicted)
Storage Condition-20°C
StabilityLight Sensitive
Refractive Index1.591

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Risk and Safety

WGK Germany3

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Reference

Reference
Show more
1. Pan Chen, Xu Yong, Han Jing, et al. Determination of bimatoprost in eyelash growth liquid cosmetics by high performance liquid chromatography-tandem mass spectrometry [J]. Journal of Analytical Testing, 2020(7).

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Nature

Open Data Verified Data

crystalline powder. Soluble in ethanol and methanol, slightly soluble in water.

Last Update：2024-01-02 23:10:35

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Preparation Method

Open Data Verified Data

with (3aR,4R,5R,6as)-hexahydro-4-(3-oxygen -5-phenyl-1E-pentenyl) -5-(p-phenyl butyryloxy)-2H-cyclopento [B] furan -2-ketone as raw material. After reduction, the carbonyl group on the furan ring is reduced to a hydroxyl group, which is hydrolyzed and then condensed with triphenylphosphine of valeric acid to obtain 7-[(1R,2R,3R,5S)-3,5-= hydroxy 2 A [(3 S) a 5 phenyl -3-[(tetrahydro-2-H-pyran-2-yl) oxy]-1E-pentenyl] cyclopentyl]-52-heptenoic acid. Hydrolysis removes the protecting group on the hydroxyl group of the pentenyl side chain. Methyl Ester was obtained by dissolving methyl iodide in dimethylformamide under the action of Cs2 C03, and finally reacted with an aqueous solution of ethylamine to obtain the product.

Last Update：2022-01-01 09:23:52

(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide - Use

Open Data Verified Data

developed by Allergan, Inc., USA, was first launched in the United States in 2001. Prostaglandin F2 a stimulator. The product selectively mimics the action of prostacyclin produced in the body, lowering intraocular pressure by increasing aqueous humor flow in the scleral pathway of the microscleral network and the pigmented layer. It is used in patients with open-angle glaucoma, or in patients with elevated intraocular pressure who are ineffective with other intraocular pressure lowering drugs (cannot reach a predetermined level of intraocular pressure after multiple measurements) or cannot tolerate.

Last Update：2022-01-01 09:23:53
(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide
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Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Bimatoprost Visit Supplier Webpage Request for quotation
CAS: 155206-00-1
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Bimatoprost Request for quotation
CAS: 155206-00-1
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Bimatoprost Visit Supplier Webpage Request for quotation
CAS: 155206-00-1
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Wuhan Boye Science And Technology Development Co., Ltd.
Product Name: Bimatoprost Request for quotation
CAS: 155206-00-1
Tel: 86-10-10086 81625225
Email: yeqim@boyechemicals.com
Mobile: 86-15387090420
QQ: 1377812380 Click to send a QQ message
Wechat: 15387090420
Taizhou Crene Biotechnology Co., Ltd.
Product Name: Bimatoprost Request for quotation
CAS: 155206-00-1
Tel: 0576-88813233
Email: sales@crene.cn
Mobile: 13396922869
QQ: 9246768 Click to send a QQ messageSend QQ message
Hubei Marvel-Bio Medicine
Product Name: Bimatoprost Request for quotation
CAS: 155206-00-1
Tel: 02787737261
Email: 2295636945@qq.com
Mobile: 15387132319
QQ: 2295636945 Click to send a QQ messageSend QQ message
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(5E)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide
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