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CAS

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Benzoic acid, 2-amino-5-bromo-, methyl ester, also known as Methyl 2-amino-5-bromobenzoate (M2A5B), is a white to light yellow crystal powder with unique chemical properties. It is characterized by its zigzag chains running along the b-axis direction, formed by N-H...O bonds. The nonlinear optical single crystal of M2A5B exhibits good optical transparency and mechanical stability, making it a promising candidate for various applications.

52727-57-8

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52727-57-8 Usage

Uses

Used in Pharmaceutical Industry:
Benzoic acid, 2-amino-5-bromo-, methyl ester is used as a potential PqsD inhibitor for combating Pseudomonas aeruginosa infections. It plays a crucial role in inhibiting the growth and progression of this bacterial pathogen, providing a valuable therapeutic option in the fight against resistant infections.
Used in Antiviral Applications:
In the field of antiviral research, Benzoic acid, 2-amino-5-bromo-, methyl ester is utilized in the preparation of hepatitis C virus NS5b RNA polymerase inhibitors. These inhibitors are essential in the development of novel antiviral drugs, targeting the replication process of the hepatitis C virus and potentially leading to more effective treatments.
Used in Agriculture:
Benzoic acid, 2-amino-5-bromo-, methyl ester is involved in plant growth-regulator activity. It is used as a chemical agent to modulate and control plant growth, which can be beneficial in optimizing crop yields and improving overall agricultural productivity.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 7055, 1994 DOI: 10.1016/0040-4039(94)88224-X

Check Digit Verification of cas no

The CAS Registry Mumber 52727-57-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,7,2 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 52727-57:
(7*5)+(6*2)+(5*7)+(4*2)+(3*7)+(2*5)+(1*7)=128
128 % 10 = 8
So 52727-57-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H8BrNO2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,10H2,1H3

52727-57-8 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A16666)  Methyl 2-amino-5-bromobenzoate, 98%   

  • 52727-57-8

  • 5g

  • 315.0CNY

  • Detail
  • Alfa Aesar

  • (A16666)  Methyl 2-amino-5-bromobenzoate, 98%   

  • 52727-57-8

  • 25g

  • 721.0CNY

  • Detail
  • Alfa Aesar

  • (A16666)  Methyl 2-amino-5-bromobenzoate, 98%   

  • 52727-57-8

  • 100g

  • 2306.0CNY

  • Detail

52727-57-8Relevant articles and documents

A Practical Procedure for Regioselective Bromination of Anilines

Takahashi, Yusuke,Seki, Masahiko

, p. 1828 - 1832 (2021/04/15)

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

INHIBITORS OF ENCEPHALITIC ALPHAVIRUSES

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Page/Page column 156-157, (2021/03/13)

Compounds of Formula I and Formula II: pharmaceutical compositions containing them, and use of the compounds as active ingredients to treat infection with alphavirus.

METHOD FOR PRODUCING AROMATIC HALOGEN DERIVATIVE

-

Paragraph 0127-0131, (2020/07/28)

PROBLEM TO BE SOLVED: To provide a highly efficient and economically advantageous method for producing a halogen compound. SOLUTION: The method produces a halogen compound represented by formula (2) (X is a halogen atom, and b is an integer of 1-5) by reacting an aniline derivative represented by formula (1) (R1 is an ester group, a carbonyl group, a nitrile group, a nitro group, an optionally substituted alkyl group or an optionally substituted aralkyl group, and a is an integer of 0-4) with a halogenating agent in the presence of a copper catalyst and a persulfate. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

SUBSTITUTED IMIDAZOLES FOR THE INHIBITION OF TGF-BETA AND METHODS OF TREATMENT

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Paragraph 0058, (2020/03/15)

This disclosure relates to low molecular weight substituted imidazoles that inhibit the TGF-b signaling pathway. More specifically, this disclosure relates to methods of using said imidazoles for the treatment of diseases related to the TGF-b signaling pathways including, but not limited to, atherosclerosis, Marfan syndrome, Loeys-Dietz syndrome, obesity, diabetes, multiple sclerosis, keratoconus, idiopathic pulmonary fibrosis, Alzheimer's Disease, chronic kidney disease, and scleroderma.

Imidazo[1,5-a]quinazoline-5(4H)-ketone derivative as well as preparation method and application thereof

-

Paragraph 0158-0163, (2020/08/22)

The invention relates to an imidazo[1,5-a]quinazoline-5(4H)-ketone derivative as well as a preparation method and application thereof. The imidazo[1,5-a]quinazoline-5(4H)-ketone derivative disclosed by the invention can be used for preparing a BET protein

One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts

Caspers, Lucien D.,Spils, Julian,Damrath, Mattis,Lork, Enno,Nachtsheim, Boris J.

, p. 9161 - 9178 (2020/08/14)

Two one-pot procedures for the construction of carbon-bridged diaryliodonium triflates and tetrafluoroborates are described. Strong Br?nsted acids enable the effective Friedel-Crafts alkylation with diversely substituted o-iodobenzyl alcohol derivatives, providing diphenylmethane scaffolds, which are subsequently oxidized and cyclized to the corresponding dibenzo[b,e]iodininium salts. Based on NMR investigations and density functional theory (DFT) calculations, we could verify the so-far-undescribed existence of two stable isomers in cyclic iodonium salts substituted with aliphatic side chains in the carbon bridge.

Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer

Wang, Lei,Fang, Kun,Cheng, Junfei,Li, Yu,Huang, Yahui,Chen, Shuqiang,Dong, Guoqiang,Wu, Shanchao,Sheng, Chunquan

, p. 696 - 713 (2020/02/04)

Inspired by the natural product evodiamine, a novel antitumor indolopyrazinoquinazolinone scaffold was designed by scaffold hopping. Structure-activity relationship studies led to the discovery of compound 15j, which shows low nanomolar inhibitory activity against the HCT116 cell line. Further antitumor mechanism studies indicated that compound 15j acted by the dual inhibition of topoisomerase 1 and tubulin and induced apoptosis with G2 cell-cycle arrest. The quaternary ammonium salt of compound 15j (compound 15js) exhibited excellent in vivo antitumor activity (TGI = 66.6%) in the HCT116 xenograft model with low toxicity. Indolopyrazinoquinazolinone derivatives represent promising multitargeting antitumor leads for the development of novel antitumor agents.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi

supporting information, p. 1406 - 1415 (2019/05/01)

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.

Metal palladium (II) compound with bridged phenyl-phenyl-carbazole structure unit and application of compound

-

Paragraph 0231; 0232; 0236, (2019/05/28)

The invention provides a metal palladium (II) compound with a bridged phenyl-phenyl-carbazole structure unit and an application of the compound. Metal palladium (II) has a structure as shown in a general formula (I). According to a luminescent material, s

Metal platinum (II) complex containing bridged phenyl-phenyl-carbazole structural unit and application of metal platinum (II)

-

Paragraph 0232-0233; 0237, (2019/05/08)

The invention provides a metal platinum (II) complex containing a bridged phenyl-phenyl-carbazole structural unit and application of the metal platinum (II). The metal platinum (II) complex has a structure shown in general formula (I). According to a lumi

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