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Methyl 3-amino-5-bromobenzo[b]thiophene-2-carboxylate is a chemical compound with the formula C11H10BrNO2S. It is a derivative of benzo[b]thiophene, a heterocyclic compound that features a thiophene ring fused to a benzene ring. The presence of the amino and ester functional groups, along with the bromine substituent on the benzene ring, endows this compound with unique properties that make it valuable in the synthesis of pharmaceuticals and agrochemicals. It is also recognized for its potential biological activities and serves as a building block in organic chemistry, contributing to its versatility and potential applications across various industries.

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  • 1036380-75-2 Structure
  • Basic information

    1. Product Name: Methyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate
    2. Synonyms: Methyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate;3-AMino-5-broMo-benzo[b]thiophene-2-carboxylic acid Methyl ester;ethyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate
    3. CAS NO:1036380-75-2
    4. Molecular Formula: C10H8BrNO2S
    5. Molecular Weight: 286.14502
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1036380-75-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 414.6±40.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.689±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: -0.01±0.10(Predicted)
    10. CAS DataBase Reference: Methyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate(1036380-75-2)
    12. EPA Substance Registry System: Methyl 3-aMino-5-broMobenzo[b]thiophene-2-carboxylate(1036380-75-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1036380-75-2(Hazardous Substances Data)

1036380-75-2 Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-amino-5-bromobenzo[b]thiophene-2-carboxylate is used as an intermediate in the synthesis of various pharmaceuticals for its potential biological activities. The presence of the amino and ester groups allows for further chemical modifications, making it a valuable building block in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical industry, Methyl 3-amino-5-bromobenzo[b]thiophene-2-carboxylate is used as a precursor in the production of agrochemicals. Its unique structure and functional groups contribute to the development of new compounds with pesticidal or herbicidal properties, enhancing crop protection and yield.
Used in Organic Synthesis:
Methyl 3-amino-5-bromobenzo[b]thiophene-2-carboxylate is used as a versatile building block in organic synthesis. The bromine substituent on the benzene ring is particularly important for controlling the reactivity and selectivity of chemical reactions, facilitating the synthesis of complex organic molecules for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1036380-75-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,3,6,3,8 and 0 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1036380-75:
(9*1)+(8*0)+(7*3)+(6*6)+(5*3)+(4*8)+(3*0)+(2*7)+(1*5)=132
132 % 10 = 2
So 1036380-75-2 is a valid CAS Registry Number.

1036380-75-2Downstream Products

1036380-75-2Relevant articles and documents

Cu-Catalyzed Denitrogenative Transannulation of 3-Aminoindazoles to Assemble 1-Aminoisoquinolines and 3-Aminobenzothiophenes

Zhou, Yao,Wang, Ya,Lou, Yixian,Song, Qiuling

, p. 8869 - 8873 (2019)

We disclose a novel Cu-catalyzed denitrogenative transannulation of 3-aminoindazoles to afford diverse functionalized 3-aminobenzothiophenes and 1-aminoisoquinolines, in which denitrogenative transannulation of 3-aminoindazoles is reported for the first t

Selective Bisubstrate Inhibitors with Sub-nanomolar Affinity for Protein Kinase Pim-1

Ekambaram, Ramesh,Enkvist, Erki,Vaasa, Angela,Kasari, Marje,Raidaru, Gerda,Knapp, Stefan,Uri, Asko

, p. 909 - 913 (2013)

Potent and selective: The unique nature of the ATP binding pocket structure of Pim family protein kinases (PKs) was used for the development of bisubstrate inhibitors and a fluorescent probe with sub-nanomolar affinity. Conjugates of arginine-rich peptides with two ATP mimetic scaffolds were synthesized and tested as inhibitors of Pim-1. Against a panel of 124 protein kinases, a novel ARC-PIM conjugate selectively inhibited PKs of the Pim family. Copyright

BENZENE FUSED HETEROCYCLIC COMPOUND AND USE THEREOF

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Paragraph 0280; 0281; 0283; 0284, (2019/06/17)

The present disclosure provides a benzene fused heterocyclic compound of Formula (I): wherein (A) is a single or double bond; n is 0 or 1; X is -CH2-, O, NR1, or S; A is -C(Ra1)(Ra2)(Ra3) or -N(R

2-Amino-4-aryl thiazole: A promising scaffold identified as a potent 5-LOX inhibitor

Sinha, Shweta,Sravanthi,Yuvaraj,Manju,Doble, Mukesh

, p. 19271 - 19279 (2016/03/01)

Human 5-lipoxygenase (5-LOX) is an important enzyme in the biosynthesis of leukotrienes and is a target for asthma and allergy treatment. Zileuton is the only drug currently marketed that targets this enzyme (IC50 ~ 1 μM). So, the development of novel lead compounds is highly desirable. A series of 2-aryl indole, thiazolopyrazole acid, oxadiazolobenzothiophene, 1,4-disubstituted-1,2,3-triazole, 2-amino-4-aryl thiazole and 4,4′-(1,4-phenylene)bis(1,3-thiazole) derivatives when tested against this enzyme resulted in the identification of a potent compound (1d), p-fluoro substituted 2-amino-4-aryl thiazole, with an IC50 of ~10 μM. Another lead compound identified is (4a), a thiazolopyrazole acid derivative (IC50 ~ 40 μM). All the compounds exhibit poor DPPH radical scavenging activity which suggests that their action occurs not due to the disruption of the redox cycle of iron present in the enzyme (unlike zileuton) but through competitive inhibition, since the Vmax remains constant but the Km increases with an increase in inhibitor concentration. Molecular docking of 1d and 4a to the active site of 5-LOX also supports the experimental data, and suggests that their possible mechanism of action is through competitive inhibition. The current study identifies a promising lead molecule which could be improved further to match the activity of the commercial drug.

Microwave-assisted synthesis of 3-aminobenzo[b]thiophene scaffolds for the preparation of kinase inhibitors

Bagley, Mark C.,Dwyer, Jessica E.,Molina, Maria D. Beltran,Rand, Alexander W.,Rand, Hayley L.,Tomkinson, Nicholas C. O.

, p. 6814 - 6824 (2015/06/25)

Microwave irradiation of 2-halobenzonitriles and methyl thioglycolate in the presence of triethylamine in DMSO at 130°C provides rapid access to 3-aminobenzo[b]thiophenes in 58-96% yield. This transformation has been applied in the synthesis of the thieno

Tricyclic aminopyrimidine histamine H4 receptor antagonists

Savall, Brad M.,Gomez, Laurent,Chavez, Frank,Curtis, Michael,Meduna, Steven P.,Kearney, Aaron,Dunford, Paul,Cowden, Jeffery,Thurmond, Robin L.,Grice, Cheryl,Edwards, James P.

scheme or table, p. 6577 - 6581 (2011/12/04)

This report discloses the development of a series of tricyclic histamine H4 receptor antagonists. Starting with a low nanomolar benzofuranopyrimidine HTS hit devoid of pharmaceutically acceptable properties, we navigated issues with metabolism and solubility to furnish a potent, stable and water soluble tricyclic histamine H4 receptor antagonist with desirable physiochemical parameters which demonstrated efficacy a mouse ova model.

Discovery of 3H-benzo[4,5]thieno[3,2-d]pyrimidin-4-ones as potent, highly selective, and orally bioavailable inhibitors of the human protooncogene proviral insertion site in moloney murine leukemia virus (PIM) kinases

Tao, Zhi-Fu,Hasvold, Lisa A.,Leverson, Joel D.,Han, Edward K.,Guan, Ran,Johnson, Eric F.,Stoll, Vincent S.,Stewart, Kent D.,Stamper, Geoff,Soni, Nirupama,Bouska, Jennifer J.,Luo, Yan,Sowin, Thomas J.,Lin, Nan-Horng,Giranda, Vincent S.,Rosenberg, Saul H.,Penning, Thomas D.

experimental part, p. 6621 - 6636 (2010/05/02)

Pim-1, Pim-2, and Pim-3 are a family of serine/threonine kinases which have been found to be overexpressed in a variety of hematopoietic malignancies and solid tumors. Benzothienopyrimidinones were discovered as a novel class of Pim inhibitors that potent

PIM KINASE INHIBITORS AS CANCER CHEMOTHERAPEUTICS

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Page/Page column 8, (2008/12/06)

Inhibitors of Pim kinases, ways to make them and methods of treating patients using them are disclosed.

PIM KINASE INHIBITORS AS CANCER CHEMOTHERAPEUTICS

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Page/Page column 9, (2008/12/06)

Inhibitors of Pim kinases, ways to make them and methods of treating patients using them are disclosed.

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