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5446-02-6

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5446-02-6 Usage

Chemical Properties

white to light yellow crystalline powder

Uses

Methyl 4-methoxysalicylate (methyl 2-hydroxy-4-methoxybenzoate) was used in the enantioselective synthesis of (+)-coriandrone A and B, two bioactive natural products.

Check Digit Verification of cas no

The CAS Registry Mumber 5446-02-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,4 and 6 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 5446-02:
(6*5)+(5*4)+(4*4)+(3*6)+(2*0)+(1*2)=86
86 % 10 = 6
So 5446-02-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2H3

5446-02-6 Well-known Company Product Price

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  • Alfa Aesar

  • (L03855)  Methyl 2-hydroxy-4-methoxybenzoate, 98%   

  • 5446-02-6

  • 10g

  • 382.0CNY

  • Detail
  • Alfa Aesar

  • (L03855)  Methyl 2-hydroxy-4-methoxybenzoate, 98%   

  • 5446-02-6

  • 50g

  • 1175.0CNY

  • Detail

5446-02-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 4-methoxysalicylate

1.2 Other means of identification

Product number -
Other names methyl 2-hydroxy-4-methoxybenzoate

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:5446-02-6 SDS

5446-02-6Relevant articles and documents

Total Synthesis of (+/-)-Ovalicin

Corey, E. J.,Dittami, James P.

, p. 256 - 257 (1985)

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Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C?COCl Bond Cleavage**

Boehm, Philip,Denton, Elliott H.,Fellert, Maximilian,Lee, Yong Ho,Morandi, Bill,Roediger, Sven

supporting information, p. 23435 - 23443 (2021/09/20)

Here we report a palladium-catalysed difunctionalisation of unsaturated C?C bonds with acid chlorides. Formally, the C?COCl bond of an acid chloride is cleaved and added, with complete atom economy, across either strained alkenes or a tethered alkyne to generate new acid chlorides. The transformation does not require exogenous carbon monoxide, operates under mild conditions, shows a good functional group tolerance, and gives the isolated products with excellent stereoselectivity. The intermolecular reaction tolerates both aryl- and alkenyl-substituted acid chlorides and is successful when carboxylic acids are transformed to the acid chloride in situ. The reaction also shows an example of temperature-dependent stereodivergence which, together with plausible mechanistic pathways, is investigated by DFT calculations. Moreover, we show that benzofurans can be formed in an intramolecular variant of the reaction. Finally, derivatisation of the products from the intermolecular reaction provides a highly stereoselective approach for the synthesis of tetrasubstituted cyclopentanes.

BRARTEMICIN ANALOGUES

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Page/Page column 47-48; 65, (2019/05/22)

The invention relates to brartemicin analogues of Formula (IV) and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.

Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants

Foster, Amy J.,Nagata, Masahiro,Lu, Xiuyuan,Lynch, Amy T.,Omahdi, Zakaria,Ishikawa, Eri,Yamasaki, Sho,Timmer, Mattie S. M.,Stocker, Bridget L.

, p. 1045 - 1060 (2018/02/17)

Effective Th1-stimulating vaccine adjuvants typically activate antigen presenting cells (APCs) through pattern recognition receptors (PRRs). Macrophage inducible C-type lectin (Mincle) is a PRR expressed on APCs and has been identified as a target for Th1-stimulating adjuvants. Herein, we report on the synthesis and adjuvanticity of rationally designed brartemicin analogues containing long-chain lipids and demonstrate that they are potent Mincle agonists that activate APCs to produce inflammatory cytokines in a Mincle-dependent fashion. Mincle binding, however, does not directly correlate to a functional immune response. Mutation studies indicated that the aromatic residue of lead compound 9a has an important interaction with Mincle Arg183. In vivo assessment of 9a highlighted the capability of this analogue to augment the Th1 response to a model vaccine antigen. Taken together, our results show that lipophilic brartemicin analogues are potent Mincle agonists and that 9a has superior in vivo adjuvant activity compared to TDB.

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