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18472-49-6

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  • METHYL-((4-NITROPHENYL)-2,3,4-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSIDE)URONATE

    Cas No: 18472-49-6

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18472-49-6 Usage

Chemical Properties

Off-White Powder

Uses

4-Nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucuronic Acid, Methyl Ester (cas# 18472-49-6) is a compound useful in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 18472-49-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,7 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18472-49:
(7*1)+(6*8)+(5*4)+(4*7)+(3*2)+(2*4)+(1*9)=126
126 % 10 = 6
So 18472-49-6 is a valid CAS Registry Number.

18472-49-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucuronic Acid, Methyl Ester

1.2 Other means of identification

Product number -
Other names METHYL-((4-NITROPHENYL)-2,3,4-TRI-O-ACETYL-β-D-GLUCOPYRANOSIDE)URONATE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18472-49-6 SDS

18472-49-6Relevant articles and documents

Extended scaffold glucuronides: En route to the universal synthesis of O -aryl glucuronide prodrugs

Walther, Raoul,Jarlstad Olesen, Morten T.,Zelikin, Alexander N.

, p. 6970 - 6974 (2019/08/01)

We demonstrate that an extended scaffold based on a self-immolative linker (SIL) enables the universal production of O-aryl glucuronide prodrugs: high yield glucuronidation is performed on a precursor substrate (SIL) and the subsequent drug conjugation proceeds via less challenging chemical reactions.

Mechanistic insights from substrate preference in unsaturated glucuronyl hydrolase

Jongkees, Seino A. K.,Yoo, Hayoung,Withers, Stephen G.

, p. 124 - 134 (2014/01/06)

Natural and synthetic unsaturated glucuronides were tested as substrates for Clostridium perfringens unsaturated glucuronyl hydrolase to probe its mechanism and to guide inhibitor design. Of the natural substrates, a chondroitin disaccharide substrate with sulfation of the primary alcohol on carbon 6 of its N-acetylgalactosamine moiety was found to have the highest turnover number of any substrate reported for an unsaturated glucuronyl hydrolase, with kcat=112 s-1. Synthetic aryl glycoside substrates with electron-withdrawing aglycone substituents were cleaved more slowly than those with electron-donating substituents. Similarly, an unsaturated glucuronyl fluoride was found to be a particularly poor substrate, with k cat/Km=44 nM-1 s-1 - a very unusual result for a glycoside-cleaving enzyme. These results are consistent with a transition state with positive charge at carbon 5 and the endocyclic oxygen, as anticipated in the hydration mechanism proposed. However, several analogues designed to take advantage of strong enzyme binding to such a transition state showed little to no inhibition. This result suggests that further work is required to understand the true nature of the transition state stabilised by this enzyme. Copyright

Synthesis of the glucuronide metabolite of ABT-751

Engstrom, Kenneth M.,Henry, Rodger F.,Marsden, Ian

, p. 1359 - 1362 (2007/10/03)

A linear synthesis of the glucuronide metabolite of ABT-751 was replaced with a convergent synthesis that features direct glycosidic coupling between the aglycone and a trichloroacetimidate glucuronyl donor. Structural elucidation of a unique and unexpect

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