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2-Amino-5-Bromo-3-Nitrobenzotrifluoride is an organic compound characterized by its unique molecular structure, which features a benzene ring with a trifluoromethyl group, a nitro group, a bromine atom, and an amino group attached at different positions. 2-Amino-5-Bromo-3-Nitrobenzotrifluoride is known for its potential applications in various chemical and pharmaceutical processes due to its versatile functional groups.

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  • 157026-18-1 Structure
  • Basic information

    1. Product Name: 2-Amino-5-Bromo-3-Nitrobenzotrifluoride
    2. Synonyms: 2-Amino-5-Bromo-3-Nitrobenzotrifluoride;4-Bromo-2-nitro-6-(trifluoromethyl)aniline;4-Bromo-2-nitro-6-(trifluoromethyl)aniline, 2-Amino-5-bromo-3-(trifluoromethyl)nitrobenzene;4-bromo-2-nitro-6-(trifluoromethyl)Benzenamine
    3. CAS NO:157026-18-1
    4. Molecular Formula: C7H4BrF3N2O2
    5. Molecular Weight: 285.03
    6. EINECS: N/A
    7. Product Categories: Trifluoromethylbenzene serise
    8. Mol File: 157026-18-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 273.474 °C at 760 mmHg
    3. Flash Point: 119.193 °C
    4. Appearance: /Solid
    5. Density: 1.859 g/cm3
    6. Vapor Pressure: 0.006mmHg at 25°C
    7. Refractive Index: 1.562
    8. Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
    9. Solubility: Chloroform (Slightly), Methanol (Slightly)
    10. PKA: -3.75±0.25(Predicted)
    11. CAS DataBase Reference: 2-Amino-5-Bromo-3-Nitrobenzotrifluoride(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-Amino-5-Bromo-3-Nitrobenzotrifluoride(157026-18-1)
    13. EPA Substance Registry System: 2-Amino-5-Bromo-3-Nitrobenzotrifluoride(157026-18-1)
  • 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: 157026-18-1(Hazardous Substances Data)

157026-18-1 Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-Bromo-3-Nitrobenzotrifluoride is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows it to be a key component in the synthesis of drugs targeting specific receptors or enzymes in the human body.
Used in Chemical Research:
In the field of chemical research, 2-Amino-5-Bromo-3-Nitrobenzotrifluoride serves as a valuable compound for studying the effects of different functional groups on the properties and reactivity of organic molecules. It can be used to explore new reaction pathways and develop innovative synthetic methods.
Used in the Synthesis of TRPM8 Antagonists:
2-Amino-5-Bromo-3-Nitrobenzotrifluoride is used as a reagent for the preparation of 3-(5-arylbenzimidazol-2-yl)-1-oxa-2-azaspiro[4.5]decenes, which are transient receptor potential melastatin 8 (TRPM8) antagonists. These antagonists have potential applications in the treatment of painful conditions related to cold, providing a new avenue for pain management and relief.

Check Digit Verification of cas no

The CAS Registry Mumber 157026-18-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,7,0,2 and 6 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 157026-18:
(8*1)+(7*5)+(6*7)+(5*0)+(4*2)+(3*6)+(2*1)+(1*8)=121
121 % 10 = 1
So 157026-18-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H4BrF3N2O2/c8-3-1-4(7(9,10)11)6(12)5(2-3)13(14)15/h1-2H,12H2

157026-18-1 Well-known Company Product Price

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  • Alfa Aesar

  • (H61933)  4-Bromo-2-nitro-6-(trifluoromethyl)aniline, 98%   

  • 157026-18-1

  • 1g

  • 913.0CNY

  • Detail
  • Alfa Aesar

  • (H61933)  4-Bromo-2-nitro-6-(trifluoromethyl)aniline, 98%   

  • 157026-18-1

  • 5g

  • 3647.0CNY

  • Detail

157026-18-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromo-2-nitro-6-(trifluoromethyl)aniline

1.2 Other means of identification

Product number -
Other names 3-bromo-5-nitro-6-amino-benzotrifluoride

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:157026-18-1 SDS

157026-18-1Relevant articles and documents

BENZIMIDAZOLE ANTIVIRAL AGENTS

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Page/Page column 117-118, (2011/09/14)

Provided are compounds of Formula (I) and (II) and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections mediated by a member of the Flaviviridae family of viruses such as hepatitis C virus (HCV).

HETEROCYCLIC BENZIMIDAZOLES AS TRPM8 MODULATORS

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Page/Page column 50, (2010/04/30)

Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula (I) as follows: wherein W1, W2, W3, R1/s

An efficient synthetic process for scale-up production of 4,5-diamino-2- (trifluoromethyl)benzonitrile and 5-bromo-3-(trifluoromethyl)benzene-1,2-diamine

Li, Xun,Ng, Raymond A.,Zhang, Yongzheng,Russell, Ronald K.,Sui, Zhihua

experimental part, p. 652 - 655 (2010/04/22)

Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)- benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3- (trifluoromethyl)benzene-1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.

Substituted benzimidazoles

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, (2008/06/13)

The invention relates to new substituted benzimidazoles of the general formula (I) STR1 in which R1 represents hydrogen, alkyl, alkoxy or optionally substituted aryl, R2 represents hydroxyl, cyano or in each case optionally substituted alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, amino, aminocarbonyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy, dialkoxyphosphonyl, (hetero)aryl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, (hetero)arylcarbonyloxy or (hetero)arylaminocarbonylaminocarbonyloxy, and R3 represents fluoroalkyl, X1, X2, X3 and X4 independently of one another in each case represent hydrogen, halogen, cyano, nitro, in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl or cycloalkyl, optionally substituted, fused dioxyalkylene, or represent hydroxycarbonyl, alkylcarbonyl, alkoxycarbonyl or cycloalkyloxycarbonyl, in each case optionally substituted amino or aminocarbonyl or in each case optionally substituted aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl, arylsulphonyloxy, arylcarbonyl, aryloxycarbonyl, arylazo or arylthiomethylsulphonyl, but where at least one of the substituents X1, X2, X3 or X4 represents halogenoalkyl, with the exception of the chloromethyl radical, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl, halogenoalkylsulphonyl or alkylsulphonyl, optionally substituted, fused dioxyalkylene, or represent hydroxycarbonyl, alkylcarbonyl, alkoxycarbonyl or cycloalkyloxycarbonyl, in each case optionally substituted amino or aminocarbonyl, or in each case optionally substituted aryl, arylthio, arylsulphinyl, arylsulphonyl, arylsulphonyloxy, arylcarbonyl, aryloxycarbonyl, arylazo or arylthiomethylsulphonyl, their preparation and use as pesticides, and intermediates for their preparation.

Glycine receptor antagonists and the use thereof

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, (2008/06/13)

Methods of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease and Down's syndrome, treating or preventing the adverse consequences of the hyperactivity of the excitatory amino acids, as well as treating anxiety, chronic pain, convulsions, inducing anesthesia and treating psychosis are disclosed by administering to an animal in need of such treatment a compound having high affinity for the glycine binding site, lacking PCP side effects and which crosses the blood brain barrier of the animal. Also disclosed are novel 1,4-dihydroquinoxaline-2,3-diones, and pharmaceutical compositions thereof. Also disclosed are highly soluble ammonium salts of 1,4-dihydroquinoxaline-2,3-diones.

Synthesis and structure-activity relationships of substituted 1,4- dihydroquinoxaline-2,3-diones: Antagonists of N-methyl-D-aspartate (NMDA) receptor glycine sites and non-NMDA glutamate receptors

Keana,Kher,Sui Xiong Cai,Dinsmore,Glenn,Guastella,Huang,Ilyin,Lu,Mouser,Woodward,Weber

, p. 4367 - 4379 (2007/10/02)

A series of mono-, di-, tri-, and tetrasubstituted 1,4- dihydroquinoxaline-2,3-diones (QXs) were synthesized and evaluated as antagonists at N-methyl-D-aspartate (NMDA)/glycine sites and α-amino-3- hydroxy-5-methylisoxazole-4-propionic acid-preferring non-NMDA receptors. Antagonist potencies were measured by electrical assays in Xenopus oocytes expressing rat whole brain poly(A)+ RNA. Trisubstituted QXs 17a (ACEA 1021), 17b (ACEA 1031), 24a, and 27, containing a nitro group in the 5 position and halogen in the 6 and 7 positions, displayed high potency (K(b) ~ 6-8 nM) at the glycine site, moderate potency at non-NMDA receptors (K(b) = 0.9-1.5 μM), and the highest (120-250-fold) selectivity in favor of glycine site antagonism over non-NMDA receptors. Tetrasubstituted QXs 17d,e were more than 100-fold weaker glycine site antagonists than the corresponding trisubstituted QXs with F being better tolerated than Cl as a substituent at the 8 position. Di- and monosubstituted QXs showed progressively weaker antagonism compared to trisubstituted analogues. For example, removal of the 5-nitro group of 17a results in a ~100-fold decrease in potency (10a,b,z), while removal of both halogens from 17a results in a ~3000-fold decrease in potency (10v). In terms of steady-state inhibition, most QX substitution patterns favor antagonism at NMDA/glycine sites over antagonism at non-NMDA receptors. Among the QXs tested, only 17i was slightly selective for non- NMDA receptors.

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