40925-68-6

Basic information

• Product Name: 2-Amino-4-bromophenol
• Synonyms: 5-BROMO-2-HYDROXYANILINE;2-AMINO-4-BROMOPHENOL;2-AMINO-4-BROMOPHENOLE;PHENOL, 2-AMINO-4-BROMO-;TIMTEC-BB SBB002114;Amino-4-bromophenol;C008373 2-Amino-4-Bromophenol;2-AMINO-4-BROMOPHENOL 98.5+%
• CAS NO: 40925-68-6
• Molecular Formula: C₆H₆BrNO
• Molecular Weight: 188.02
• EINECS: 1592732-453-0
• Product Categories: Amines;Phenyls & Phenyl-Het;API intermediates;Phenyls & Phenyl-Het
• Mol File: 40925-68-6.mol
• Article Data: 48

Chemical Properties

• Melting Point: 135-140°C
• Boiling Point: 282.8 °C at 760 mmHg
• Flash Point: 124.9 °C
• Appearance: /
• Density: 1.768 g/cm³
• Vapor Pressure: 0.00192mmHg at 25°C
• Refractive Index: 1.677
• Storage Temp.: 2-8°C
• PKA: 9.19±0.18(Predicted)
• BRN: 3236448
• CAS DataBase Reference: 2-Amino-4-bromophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-bromophenol(40925-68-6)
• EPA Substance Registry System: 2-Amino-4-bromophenol(40925-68-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-42/43-22
• Safety Statements: 26-36/37/39-36/37-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 40925-68-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Reactant for:Preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reactionCopper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activationSynthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitorsPreparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitorsSynthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase

InChI:InChI=1/C6H6BrNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 107986-49-2 N-(5-bromo-2-hydroxyphenyl)acetamide 
• 614-80-2 2-(acetylamino)phenol 
• 106-41-2 4-bromo-phenol 
• 95-55-6 2-amino-phenol 
• 7693-52-9 4-bromo-2-nitrophenol 
• 2050-14-8 2,2'-Dihydroxyazobenzene 
• 856200-58-3 4-bromo-2,2'-azo-di-phenol 
• 7647-01-0 hydrogenchloride 
• 855836-33-8 4,4'-dibromo-2,2'-azo-di-phenol 
• 107986-35-6 N-(3-bromophenyl)-O-pivaloylhydroxylamine 
• 91631-57-1 N-(sulfonatooxy)-3-bromoacetanilide 
• 140648-38-0 4-(5-bromo-2-hydroxy-phenylazo)-benzenesulfonic acid amide 

Downstream Products

• 857828-66-1 (5-bromo-2-hydroxy-phenyl)-carbamic acid phenyl ester 
• 107986-49-2 N-(5-bromo-2-hydroxyphenyl)acetamide 
• 105655-01-4 6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine 
• 1053733-51-9 (3aS,4R,8R,8aS)-5,7-Bis-(3-acetyl-benzyl)-2,2-dimethyl-4,8-bis-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethyl)-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one 
• 439607-87-1 5-bromo-3H-benzooxazole-2-thione 
• 741698-77-1 4-Bromo-2-(N,N-dimethylamino)phenol 
• 1134-36-7 2-amino-4-phenylphenol 
• 1413929-85-7 C₁₄H₁₁BrClNO₂S 
• 1413930-01-4 C₁₄H₉BrClNO₂ 
• 1413929-92-6 C₁₄H₁₁BrClNO₂S 
• 1541243-43-9 2-phenyl-1-[(2S)-2-[5-(2-{2-[(2S)-1-(2-phenylacetyl)-pyrrolidin-2-yl]-1,3-benzoxazol-5-yl}ethynyl)-1,3-benzoxazol-2-yl]pyrrolidin-1-yl]ethan-1-one 
• 1541243-44-0 (2R)-2-(dimethylamino)-1-[(2S)-2-[5-(2-{2-[(2S)-1-[(2R)-2-(dimethylamino)-2-phenylacetyl]pyrrolidin-2-yl]-1,3-benzoxazol-5-yl}ethynyl)-1,3-benzoxazol-2-yl]pyrrolidin-1-yl]-2-phenylethan-1-one 
• 207115-22-8 4-bromo-2-iodophenol 

Relevant articles and documents

5-aryl substituted 2-aminobenzoxazole derivative and preparation method and application thereof

The invention discloses a 5-aryl substituted 2-aminobenzoxazole derivative and a preparation method and application thereof, and belongs to the technical field of pesticides, the 5-aryl substituted 2-aminobenzoxazole derivative is characterized in that th

(±)-trans-2-phenyl-2,3-dihydrobenzofurans as leishmanicidal agents: Synthesis, in vitro evaluation and SAR analysis

Leishmaniasis, a neglected tropical disease caused by parasites of the genus Leishmania, causes a serious burden of disease around the world, represents a threat to the life of millions of people, and therefore is a major public health problem. More effective and non-toxic new treatments are required, especially for visceral leishmaniasis, the most severe form of the disease. On the backdrop that dihydrobenzofurans have previously shown antileishmanial activity, we present here the synthesis of a set of seventy trans-2-phenyl-2,3-dihydrobenzofurans and evaluation of their in vitro activity against Leishmania donovani as well as a discussion of structure-activity relationships. Compounds 8m-o and 8r displayed the highest potency (IC50 4.6). Nonetheless, structural optimization as further requirement was inferred from the high clearance of the most potent compound (8m) observed during determination in vitro of its metabolic stability. On the other hand, chiral separation of 8m and subsequent biological evaluation of its enantiomers demonstrated no effect of chirality on activity and cytotoxicity. Holistic analysis of in silico ADME-like properties and ligand efficiency metrics by a simple scoring function estimating druglikeness highlighted compounds 16c, 18 and 23 as promising candidates for further development. Overall, the potential of trans-2-phenyl-2,3-dihydrobenzofurans as leishmanicidal agents was confirmed.

HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS

Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.