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3-(4-Bromo-phenyl)isoxazol-5-ylamine is a chemical compound characterized by a substituted isoxazole ring with a 4-bromo-phenyl group attached. It is an amine derivative with the molecular formula C9H8BrN3O. 3-(4-Bromo-phenyl)isoxazol-5-ylamine is widely recognized for its role as a building block in organic synthesis and medicinal chemistry, and it has been the subject of research for its potential biological activities. Its unique structure and reactivity contribute to its value in the creation of new molecules with a broad range of applications across various industries.

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  • 119162-53-7 Structure
  • Basic information

    1. Product Name: 3-(4-Bromo-phenyl)isoxazol-5-ylamine
    2. Synonyms: 5-Amino-3-(4-bromophenyl)isoxazole, 3-(4-Bromophenyl)-1,2-oxazol-5-amine
    3. CAS NO:119162-53-7
    4. Molecular Formula: C9H7BrN2O
    5. Molecular Weight: 239.08
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 119162-53-7.mol
  • Chemical Properties

    1. Melting Point: 160-163°
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-(4-Bromo-phenyl)isoxazol-5-ylamine(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-(4-Bromo-phenyl)isoxazol-5-ylamine(119162-53-7)
    11. EPA Substance Registry System: 3-(4-Bromo-phenyl)isoxazol-5-ylamine(119162-53-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 119162-53-7(Hazardous Substances Data)

119162-53-7 Usage

Uses

Used in Pharmaceutical Development:
3-(4-Bromo-phenyl)isoxazol-5-ylamine is used as a key intermediate in the synthesis of pharmaceuticals for its potential biological activities. It is valued for its ability to contribute to the development of new drugs that can address unmet medical needs.
Used in Agrochemical Production:
In the agrochemical industry, 3-(4-Bromo-phenyl)isoxazol-5-ylamine is utilized as a precursor in the creation of compounds that can be used in crop protection and pest management, enhancing agricultural productivity and crop quality.
Used in Organic Synthesis:
3-(4-Bromo-phenyl)isoxazol-5-ylamine is employed as a versatile building block in organic synthesis, allowing for the construction of complex organic molecules with diverse applications in chemical research and industry.
Used in Specialty Chemicals:
3-(4-Bromo-phenyl)isoxazol-5-ylamine is also used in the development of specialty chemicals, where its unique properties can be harnessed to create high-value products for specific applications in various fields, such as materials science, coatings, and dyes.

Check Digit Verification of cas no

The CAS Registry Mumber 119162-53-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,1,6 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 119162-53:
(8*1)+(7*1)+(6*9)+(5*1)+(4*6)+(3*2)+(2*5)+(1*3)=117
117 % 10 = 7
So 119162-53-7 is a valid CAS Registry Number.

119162-53-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(4-bromophenyl)-1,2-oxazol-5-amine

1.2 Other means of identification

Product number -
Other names 5-Isoxazolamine,3-(4-bromophenyl)

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:119162-53-7 SDS

119162-53-7Relevant articles and documents

Gramine-based structure optimization to enhance anti-gastric cancer activity

Zhang, Xin-Hui,Guo, Qian,Wang, Heng-Ying,Li, Yi-Han,Khamis, Mussa Yussuf,Ma, Li-Ying,Wang, Bo,Liu, Hong-Min

, (2021)

Gramine is a natural indole alkaloid with a wide range of biological activities, but its anti-gastric cancer activity is poor. Herein, a pharmacophore fusion strategy was adopted to design and synthesize a new series of indole-azole hybrids on the structural basis of gramine. Based on our previous studies, different nitrogen-containing five-membered heterocyclic rings and terminal alkyne group were introduced into the indole-based scaffold to investigate their effect on improving the anti-gastric cancer activity of gramine derivatives. Structure-activity relationship (SAR) studies highlighted the role played by terminal alkyne in enhancing the inhibitory effect, and compound 16h displayed the best antiproliferative activity against gastric cancer MGC803 cells with IC50 value of 3.74 μM. Further investigations displayed compound 16h could induce mitochondria-mediated apoptosis, and caused cell cycle arrest at G2/M phase. Besides, compound 16h could inhibit the metastasis ability of MGC803 cells. Our studies may provide a new strategy for structural optimization of gramine to enhance anti-gastric cancer activity, and provide a potential candidate for the treatment of gastric cancer.

An enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived: N -Boc ketimines

Liu, Hui,Yan, Yingkun,Li, Min,Zhang, Xiaomei

supporting information, p. 3820 - 3824 (2021/05/14)

By employing a chiral phosphoric acid as a catalyst, an enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived N-Boc ketimines was realized. The reaction provided a wide variety of novel 3-isoxazole 3-amino-oxindoles with good yields (up to 99%) and moderate to good enantioselectivities (up to 99%). The absolute configuration of one product was assigned by X-ray crystal structural analysis and a plausible reaction mechanism was proposed. In addition, a scale-up reaction was performed successfully. Finally, one product was subjected to Suzuki-Miyaura coupling with phenylboronic acid to afford the product in a moderate yield without erosion of the enantioselectivity. This journal is

INHIBITING TRABID

-

Paragraph 00170-00171; 00245-00246, (2020/11/23)

The present disclosure is directed to compounds of formulas (I) - (VII), which are useful as modulators of TRABID. The compounds are further useful in the inhibition of TRABID and the treatment of diseases or disorders associated with the inhibition of TRABID. For instance, the disclosure is concerned with compounds and compositions for inhibition of TRABID, methods of treating diseases associated with the inhibition of TRABID (e.g., autoimmune inflammatory diseases including, but not limited to, psoriasis), and methods of synthesis of these compounds.

Reactions of 5-Aminoisoxazoles with α-Diazocarbonyl Compounds: Wolff Rearrangement vs N-H Insertion

Ge, Yun,Sun, Wangbin,Chen, Yang,Huang, Yulin,Liu, Zhuang,Jiang, Yaojia,Loh, Teck-Peng

, p. 2676 - 2688 (2019/02/26)

A highly chemoselective reaction between 5-aminoisoxazoles and α-diazocarbonyl compounds has been described. Both Wolff rearrangement and N-H insertion products can be obtained selectively by the judicious choice of reaction conditions. In the case of the

Hoveyda-Grubbs II Catalyst: A Useful Catalyst for One-Pot Visible-Light-Promoted Ring Contraction and Olefin Metathesis Reactions

Ge, Yun,Sun, Wangbin,Pei, Bingbing,Ding, Jia,Jiang, Yaojia,Loh, Teck-Peng

supporting information, p. 2774 - 2777 (2018/05/22)

A one-pot reaction to synthesize functionalized 2H-azirines through visible-light-mediated ring contraction and olefin metathesis of isoxazoles is described. Hoveyda-Grubbs II catalyst was found to function as a photocatalyst for these transformations, al

The study of reactions of α-chlorocinnamonitriles with hydroxylamine

Nenajdenko,Golubinskii,Lenkova,Shastin,Balenkova

, p. 1728 - 1732 (2007/10/03)

The E-isomers of α-chlorocinnamonitriles react with hydroxylamine to give a mixture of isomeric aminoisoxazoles, while the Z-isomers yield 3-aryl-2-chloroacrylamide oximes.

A modified procedure for the synthesis of 5-amino-3-arylisoxazoles and their reactions with tetrasulfur tetranitride antimony(V) chloride complex (S4N4·SbCl5): Novel synthesis of 3-aryl-1,2,5-thiadiazole-4-carboxamides

Kong, Yung Cheol,Kim, Kyongtae,Park, Yung Ja

, p. 75 - 89 (2007/10/03)

Dropwise addition of α-bromo ketoximes to a solution of KCN in MeOH at room temperature gave 5-amino-3-arylisoxazoles in moderate to good yields. Treatment of the isoxazoles prepared with tetrasulfur tetranitride antimony (V) chloride complex (S4N4·SbCl5) in toluene at 100°C afforded novel 3-aryl-1,2,5-thiadiazole-4-carboxamides.

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