32337-86-3

Basic information

• Product Name: 2-Naphthalenol, 1-bromo-5,6,7,8-tetrahydro-
• Synonyms: 5-Brom-6-oxy-tetralin;5-Brom-tetralol-(6);5-Brom-6-oxy-1.2.3.4-tetrahydro-naphthalin;1-bromo-5,6,7,8-tetrahydro-2-naphthol;1-Bromo-5,6,7,8-tetrahydro-naphthalen-2-ol;1-Brom-5,6,7,8-tetrahydro-[2]naphthol;1-bromo-5,6,7,8-tetrahydro-[2]naphthol
• CAS NO: 32337-86-3
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.09800
• Mol File: 32337-86-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 67 - 68 °C
• CAS DataBase Reference: 2-Naphthalenol, 1-bromo-5,6,7,8-tetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthalenol, 1-bromo-5,6,7,8-tetrahydro-(32337-86-3)
• EPA Substance Registry System: 2-Naphthalenol, 1-bromo-5,6,7,8-tetrahydro-(32337-86-3)

Safety Data

• Hazardous Substances Data: 32337-86-3(Hazardous Substances Data)

Upstream product

• 573-97-7 1-bromo-2-naphthol 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 93-12-9 5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid 
• 90-15-3 α-naphthol 
• 119-64-2 tetralin 
• 7647-01-0 hydrogenchloride 
• 854912-52-0 4-bromo-3-hydroxy-5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid 

Downstream Products

• 112249-44-2 2-{3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 112249-69-1 (S)-(-)-2-<3-<4-(4-fluorophenyl)-1-piperazinyl>propyl>-6,7,8,9-tetrahydro-2H-naphtho<2,3-b><1,4>oxazin-3(4H)-one 
• 112249-70-4 (R)-(+)-2-<3-<4-(4-fluorophenyl)-1-piperazinyl>propyl>-6,7,8,9-tetrahydro-2H-naphtho<2,3-b><1,4>oxazin-3(4H)-one 
• 112249-42-0 2-<3-<4-(4-fluorophenyl)-1-piperazinyl>propyl>-6,7,8,9-tetrahydro-2H-naphtho<2,3-b><1,4>oxazin-3(4H)-one 
• 139516-37-3 4-(2-Dimethylamino-ethyl)-2-{3-[4-(4-fluoro-phenyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one; hydrochloride 
• 139516-48-6 2-{3-[4-(4-Fluoro-benzyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one; hydrochloride 
• 139516-38-4 (2-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-3-oxo-2,3,6,7,8,9-hexahydro-naphtho[2,3-b][1,4]oxazin-4-yl)-acetic acid ethyl ester 
• 139516-46-4 2-[3-(4-Benzhydryl-piperazin-1-yl)-propyl]-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 112249-58-8 2-{3-[4-(3-Trifluoromethyl-phenyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 139516-42-0 2-{3-[4-(2-Fluoro-benzoyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 112249-61-3 2-{3-[4-(3-Chloro-4-methyl-phenyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 112249-64-6 2-<3-<4-(4-fluorophenyl)-1-piperazinyl>propyl>-6,7,8,9-tetrahydro-4-methyl-2H-naphtho<2,3-b><1,4>oxazin-3(4H)-one 
• 112249-62-4 2-{3-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-propyl}-6,7,8,9-tetrahydro-4H-naphtho[2,3-b][1,4]oxazin-3-one 
• 112249-43-1 2-{3-[4-(3-fluorophenyl)-1-piperazinyl]propyl}-6,7,8,9-tetrahydro-2H-naphtho[2,3-b][1,4]oxazin-3(4H)-one 

Relevant articles and documents

Cycloaddition of annulated cyclohexa-2,4-dienones and novel reduction of halogen at bridgehead: an expedient route to tetracyclo[6.5.2.02,7.09,13]pentadec-2(7),11-dien-14-one and framework of conidiogenol and conidiogenone

An expedient route to tetracyclo[6.5.2.02,7.09,13]pentadec-2(7),11-dien-14-one and tetracyclic framework of conidiogenol have been reported. Cycloaddition of annulated cyclohexa-2,4-dienone with cyclopentadiene, photochemical oxa-di-π-methane reaction and a highly unusual dehalogenation of bridgehead halogen are the key features of our methodology.

Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core

A regioselective and chemoselective method for catalytic synthesis of biologically interesting 5,6,7,8-tetrahydronaphthols by reduction of naphthols was described. The side aromatic hydrocarbons in naphthols were site-selectively reduced, using hydrosilanes in methanol, allowing for retaining functional phenol scaffolds intact. It presents a rare example of using low-cost and air-stable hydrosilane for catalytic reduction of unactivated aromatic hydrocarbons under mild conditions. This reaction is scalable and proceeds in high selectivity without the formation of 1,2,3,4-tetrahydronaphthol byproducts with toleration of sensitive functionalities such as bromide, chloride, fluoride, ketone, ester, and amide.

ORGANIC COMPOUNDS

Compounds of the formula are inhibitors of protein tyrosine phosphatases (PTPases) and, thus, may be employed for the treatment of conditions mediated by PTPase activity. The compounds of the present invention may also be employed as inhibitors of other enzymes characterized with a phosphotyrosine binding region such as the SH2 domain. Accordingly, the compounds of formula (I) may be employed for prevention and/or treatment of insulin resistance associated with obesity, glucose intolerance, diabetes mellitus, hypertension and ischemic diseases of the large and small blood vessels, conditions that accompany type-2 diabetes, including hyperlipidemia, hypertriglyceridemia, atherosclerosis, vascular restenosis, irritable bowel syndrome, pancreatitis, adipose cell tumors and carcinomas such as liposarcoma, dyslipidemia, and other disorders where insulin resistance is indicated. In addition, the compounds of the present invention may be employed to treat and/or prevent cancer (such as prostate or breast cancer), osteoporosis, neurodegenerative and infectious diseases, and diseases involving inflammation and the immune system.