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(R)-BUTAPROST

(R)-BUTAPROST Structure
(R)-BUTAPROST structure
CAS No.
69648-38-0
Chemical Name:
(R)-BUTAPROST
Synonyms
BAY-q-4218;Butaprostum;(1R)-3α-Hydroxy-2β-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutan-1-yl)-1-butenyl]-5-oxocyclopentaneheptanoic acid methyl ester;(1r,2r,3r)-3-hydroxy-2-[(1e,4r)-4-hydroxy-4-(1-propylcyclobutyl)-1-butenyl]-5-oxo-cyclopentaneheptanoic acid methyl ester;Cyclopentaneheptanoic acid, 3-hydroxy-2-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutyl)-1-buten-1-yl]-5-oxo-, methyl ester, (1R,2R,3R)-
CBNumber:
CB8497927
Molecular Formula:
C24H40O5
Molecular Weight:
408.57
MDL Number:
MFCD00867055
MOL File:
69648-38-0.mol
MSDS File:
SDS
Last updated:2023-06-08 09:03:09
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(R)-BUTAPROST Properties

storage temp. -20°C
solubility DMSO: freely soluble
form oil
color light yellow
FDA UNII HP16WVP23Y

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319-H336
Precautionary statements  P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
WGK Germany  3
NFPA 704
3
2 0

(R)-BUTAPROST price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B6309 (R)-Butaprost ≥98% (HPLC) 69648-38-0 1mg $220 2024-03-01 Buy
Sigma-Aldrich B6309 (R)-Butaprost ≥98% (HPLC) 69648-38-0 5mg $687 2024-03-01 Buy
Cayman Chemical 13745 (R)-Butaprost ≥98% 69648-38-0 1mg $135 2024-03-01 Buy
Cayman Chemical 13745 (R)-Butaprost ≥98% 69648-38-0 5mg $601 2024-03-01 Buy
Cayman Chemical 13745 (R)-Butaprost ≥98% 69648-38-0 10mg $1068 2024-03-01 Buy
Product number Packaging Price Buy
B6309 1mg $220 Buy
B6309 5mg $687 Buy
13745 1mg $135 Buy
13745 5mg $601 Buy
13745 10mg $1068 Buy

(R)-BUTAPROST Chemical Properties,Uses,Production

Description

Butaprost is a structural analog of prostaglandin E2 (PGE2) with good selectivity for the EP2 receptor subtype. Butaprost has frequently been used to pharmacologically define the EP receptor expression profile of various human and animal tissues and cells. Serious confusion as to the structure of butaprost was generated by Gardiner in 1986, when he reported that the epimer of butaprost showing this selective activity was the C-16 (R)-epimer (See reference and Note). Butaprost binds with about 1/10 the affinity of PGE2 to the recombinant murine EP2 receptor, and does not bind appreciably to any of the other murine EP receptors or DP, FP, IP, or TP receptors. The pharmacology of (R)-butaprost has not been carefully studied, but it is generally considered to be the less active epimer. (NOTE: In the Gardiner paper in the 1986 British Journal of Pharmacology, butaprost appears on page 46 where it is given the name TR 4979. The structure as drawn is incorrect, in that the author was using and referring to the more active C-16 epimer, which is actually 16(S). The structure on page 46 shows the structure as 16(R). It was not until the late 1990’s that careful studies both in the US and Japan correctly identified the actual configuration of C-16 in the compound called butaprost is 16(S).)

Uses

Bronchodilator.

Uses

(R)-Butaprost has been used as a prostanoid receptor (EP)-specific agonist to study its effects on protein kinase A (PKA) regulatory subunits in MCF7 cells. It may be used as EP2 agonist in Madin-Darby canine kidney and mouse cortical collecting duct (mpkCCD14) cells. It may also be used as EP2 agonist in human fetal lung fibroblasts (HFL-1) cells to test its effect on vascular endothelial growth factor (VEGF) production.

Biochem/physiol Actions

Butaprost comprises hydroxy-cyclopentanone ring and ω-chain. It aids protection in events of glutamate based N-methyl-D-aspartate receptor toxicity. Butaprost inhibits conjunctival fibrosis and lowers the intraocular pressure in post glaucoma filtration surgery. It also promotes wound healing by reducing the subconjunctival scarring Tenon′s fibroblasts. Butaprost plays a protective role in pulmonary fibrosis and aids protection against the aggregated amyloid β (Aβ) peptides in Alzheimer′s disease.

(R)-BUTAPROST Preparation Products And Raw materials

Raw materials

Preparation Products

(R)-BUTAPROST Suppliers

Global( 14)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Aladdin Scientific 		+1-833-552-7181 sales@aladdinsci.com United States 52927 58
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
Shanghai Haohong Scientific Co., Ltd. 400-400-8210725 malulu@leyan.com China 40041 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 8740 58
Supplier Advantage
TargetMol Chemicals Inc. 		58
Aladdin Scientific 		58
BOC Sciences 65
Sigma-Aldrich 80
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
Shanghai Haohong Scientific Co., Ltd. 58
Shanghai Yifei Biotechnology Co. , Ltd. 58

69648-38-0((R)-BUTAPROST)Related Search:

Epoprostenol (R)-BUTAPROST DELTA 10 TRANS PENTADECENOIC ACID ETHYL ESTER DELTA 10 TRANS HEPTADECENOIC ACID METHYL ESTER (+/-)-15-DEOXY-16R-HYDROXY-17-CYCLOBUTYL PROSTAGLANDIN E1
BAY-q-4218 (1r,2r,3r)-3-hydroxy-2-[(1e,4r)-4-hydroxy-4-(1-propylcyclobutyl)-1-butenyl]-5-oxo-cyclopentaneheptanoic acid methyl ester (1R)-3α-Hydroxy-2β-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutan-1-yl)-1-butenyl]-5-oxocyclopentaneheptanoic acid methyl ester Cyclopentaneheptanoic acid, 3-hydroxy-2-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutyl)-1-buten-1-yl]-5-oxo-, methyl ester, (1R,2R,3R)- Butaprostum 69648-38-0