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2-Bromo-3-nitroanisole is an organic compound characterized by the presence of a bromine atom, a nitro group, and a methoxy group attached to a benzene ring. It is recognized for its significant antimicrobial and anti-inflammatory properties, and is valued as a building block in the synthesis of various bioactive molecules. Its utility extends to applications in pharmaceuticals and agrochemicals, as well as in metalworking processes as a corrosion inhibitor. However, due to its toxic and irritant properties, it is classified as a hazardous substance and requires careful handling.

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  • 67853-37-6 Structure
  • Basic information

    1. Product Name: 2-Bromo-3-nitroanisole
    2. Synonyms: 2-BROMO-1-METHOXY-3-NITROBENZENE;2-BROMO-3-NITROANISOLE;TIMTEC-BB SBB008642;2-Bromo-3-nitroanisole 99%;2-Bromo-3-methoxynitrobenzene;2-Bromo-3-methoxynitrobenzene, 2-Bromo-1-methoxy-3-nitrobenzene, 2-Bromo-3-nitrophenyl methyl ether
    3. CAS NO:67853-37-6
    4. Molecular Formula: C7H6BrNO3
    5. Molecular Weight: 232.03
    6. EINECS: N/A
    7. Product Categories: Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Nitro Compounds
    8. Mol File: 67853-37-6.mol
    9. Article Data: 9
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 273.274 °C at 760 mmHg
    3. Flash Point: 119.072 °C
    4. Appearance: /
    5. Density: 1.64 g/cm3
    6. Vapor Pressure: 0.01mmHg at 25°C
    7. Refractive Index: 1.581
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-Bromo-3-nitroanisole(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Bromo-3-nitroanisole(67853-37-6)
    12. EPA Substance Registry System: 2-Bromo-3-nitroanisole(67853-37-6)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 20/21/22-22
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 67853-37-6(Hazardous Substances Data)

67853-37-6 Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-3-nitroanisole is used as an intermediate in the synthesis of pharmaceuticals for its antimicrobial and anti-inflammatory properties, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromo-3-nitroanisole serves as an intermediate in the production of agrochemicals, leveraging its antimicrobial properties to enhance crop protection and yield.
Used in Metalworking Processes:
2-Bromo-3-nitroanisole is utilized as a corrosion inhibitor in metalworking processes, where its chemical properties help to protect metal surfaces from degradation, thereby extending the lifespan of machinery and equipment.

Check Digit Verification of cas no

The CAS Registry Mumber 67853-37-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,8,5 and 3 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 67853-37:
(7*6)+(6*7)+(5*8)+(4*5)+(3*3)+(2*3)+(1*7)=166
166 % 10 = 6
So 67853-37-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H6BrNO3/c1-12-6-4-2-3-5(7(6)8)9(10)11/h2-4H,1H3

67853-37-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromo-3-Nitroanisole

1.2 Other means of identification

Product number -
Other names 2-bromo-1-methoxy-3-nitrobenzene

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:67853-37-6 SDS

67853-37-6Relevant articles and documents

LIPOXYGENASE INHIBITORS

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Paragraph 00351-00353, (2021/10/02)

Various embodiments of the present disclosure are directed to compounds having Formula (I), Formula (IA), Formula (IB), Formula (IC), Formula (ID), Formula (IE), and/or pharmaceutically acceptable salts thereof. The compounds can be suitable for inhibiting lipoxygenases, and/or treating associated diseases, such as Alzheimer's disease. In some embodiments, the compounds may be administered to a patient as part of a pharmaceutical formulation.

Indazoles, benzothiazoles, benzoisothiazoles, benzisoxazoles, pyrazolopyridines, isothiazolopyridines, and preparation and uses thereof

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Page/Page column 67, (2010/11/26)

The present invention relates generally to the field of ligands for nicotinic acetylcholine receptors (nACh receptors), activation of nACh receptors, and the treatment of disease conditions associated with defective or malfunctioning nicotinic acetylcholine receptors, especially of the brain. Further, this invention relates to novel compounds (e.g., indazoles and benzothiazoles), which act as ligands for the α7 nACh receptor subtype, methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

HEPATITIS C INHIBITOR PEPTIDE ANALOGS

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Page/Page column 35, (2010/11/25)

The compounds of formula I wherein R1, R2, R3 , R4 and R5 are defined herein, are useful as inhibitors of the hepatitis C virus NS3 protease The invention further relates to azalactone compounds of the formula (II) which can be reacted with an amide anion to produce the HCV NS3 protease inhibitors of formula (I)

7′-Substituted benzothiazolothio- and pyridinothiazolothio-purines as potent heat shock protein 90 inhibitors

Zhang, Lin,Fan, Junhua,Vu, Khang,Hong, Kevin,Le Brazidec, Jean-Yves,Shi, Jiandong,Biamonte, Marco,Busch, David J.,Lough, Rachel E.,Grecko, Roy,Ran, Yingqing,Sensintaffar, John L.,Kamal, Adeela,Lundgren, Karen,Burrows, Francis J.,Mansfield, Robert,Timony, Gregg A.,Ulm, Edgar H.,Kasibhatla, Srinivas R.,Boehm, Marcus F.

, p. 5352 - 5362 (2007/10/03)

We report on the discovery of benzo- and pyridinothiazolothiopurines as potent heat shock protein 90 inhibitors. The benzothiazole moiety is exceptionally sensitive to substitutions on the aromatic ring with a 7′-substituent essential for activity. Some of these compounds exhibit low nanomolar inhibition activity in a Her-2 degradation assay (28-150 nM), good aqueous solubility, and oral bioavailability profiles in mice. In vivo efficacy experiments demonstrate that compounds of this class inhibit tumor growth in an N87 human colon cancer xenograft model via oral administration as shown with compound 37 (8-(7-chloro-benzothiazol-2-ylsulfanyl)-9-(2-cyclopropylamino-ethyl) -9H-purin-6-ylamine).

HEPATITIS C INHIBITOR DIPEPTIDE ANALOGS

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Page/Page column 62, (2008/06/13)

The present invention relates to compounds of formula (I): wherein R1, R2, R4, n and m are as defined herein and R3 is selected from: (i) -C(O)OR31 wherein R31 is (C1-6)alkyl or aryl, wherein the (C1-6)alkyl is optionally substituted with one to three halogen substituents; (ii) -C(O)NR32R33, wherein R32 and R33 are each independently selected form H, (C1-6)alkyl, and Het; (iii) -SOvR34, wherein v is 1 or 2 and R34 is selected from: (C1-6)alkyl, aryl, Het, and NR32R33 wherein R32 and R33 are as defined above; and (iv) -CO(O)-R35, wherein R35 is selected from (C1-8)alkyl, (C3-7)cycloalkyl-(C1-4)alkyl, aryl, aryl-(C1-6)alkyl, Het and Het-(C1-6)alkyl, each of which are optionally substituted with one or more substituents each independently selected from halo, (C1-6)alkyl, (C3-7)cycloalkyl, aryl, Het, hydroxyl, -O-(C1-6)alkyl, -S-(C1-6)alkyl, -SO-(C1-6)alkyl, -SO2-(C1-6)alkyl, -O-aryl, -S-aryl, -SO-aryl and -SO2-aryl, wherein the aryl portion of the -O-aryl, -S-aryl, -SO-aryl and -SO2-aryl are each optionally substituted with one to five halo substituents. The present invention further relates to pharmaceutical compositions containing the compounds of formula (I) and methods for using these analogs in the treatment of HCV infection.

Hepatitis C inhibitor peptide analogs

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Page/Page column 24, (2010/02/15)

Compounds of formula (I): wherein R1, R2, R3, R4, R5, Y, n and m are as defined herein. The compounds are useful as inhibitors of HCV NS3 protease.

HEPATITIS C INHIBITOR PEPTIDE ANALOGS

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Page/Page column 75-76, (2010/02/15)

The invention relates to compounds of formula (I) wherein R', R2, R3, R4, R5, R6, Y, n and m are as defined herein. The compounds are useful for the treatment and prevention of hepatitis C viral infections in mammals by inhibiting HCV NS3 protease. The invention further relates to azalactone compounds of the formula (III) which can be reacted with an amide anion to produce the compounds of formula (I).

HEPATITIS C INHIBITOR COMPOUNDS

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Page 40-41, (2008/06/13)

Compounds of formula (I): wherein B, X, R3, L0, L1, L2, R2, R1 and RC are defined herein. The compounds are useful as inhibitors of HCV NS3 protease for the treatment of hepatitis C viral infection.

Palladium-Catalyzed Coupling of 2-Bromoanilines with Vinylstannanes. A Regiocontrolled Synthesis of Substituted Indoles

Krolski, Michael E.,Renaldo, Alfred F.,Rudisill, Duane E.,Stille, J. K.

, p. 1170 - 1176 (2007/10/02)

The palladium-catalyzed cross-coupling reaction of aryl halides and triflates with vinylstannane reagents has been used to produce a variety of substituted indoles.The mild reaction conditions and selectivity inherent in the coupling reaction have been utilized to produce regiochemically pure 4-, 5-, and 6-substituted indoles.

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