702-77-2

Basic information

• Product Name: 1-BROMO-3-METHYLADAMANTANE
• Synonyms: 1-BROMO-3-METHYLADAMANTANE;1-BroMo-3-Methyl-tricyclo[3.3.1.13,7]decane;1-Methyl-3-broMoadaMantane;NSC 255329
• CAS NO: 702-77-2
• Molecular Formula: C₁₁H₁₇Br
• Molecular Weight: 229.16
• Product Categories: Adamantane derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 702-77-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 95-97℃ (4 Torr)
• Flash Point: 103.7 °C
• Appearance: /
• Density: 1.403 g/cm³
• Vapor Pressure: 0.0497mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility: Chloroform (Soluble), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-BROMO-3-METHYLADAMANTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-3-METHYLADAMANTANE(702-77-2)
• EPA Substance Registry System: 1-BROMO-3-METHYLADAMANTANE(702-77-2)

Safety Data

• Hazardous Substances Data: 702-77-2(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Liquid

Uses

Intermediate int he preparation of Memantine derivatives.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 25, p. 51, 1982 DOI: 10.1021/jm00343a010

InChI:InChI=1/C11H17Br/c1-10-3-8-2-9(4-10)6-11(12,5-8)7-10/h8-9H,2-7H2,1H3

Upstream product

• 768-91-2 1-methyl-adamantane 
• 702-81-8 3-methyl-1-adamantanol 
• 876-53-9 1,3-dibromoadamantane 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 702-81-8 3-methyl-1-adamantanol 
• 778-09-6 1-acetamido-3-methyltricyclo[3.3.1.1^3,7]decane 
• 702-79-4 1,3-dimethyladamantane 
• 33649-73-9 1-Methyladamantane-3-carboxylic acid 
• 99998-84-2 N'--N-<3-methyl-adamantyl>-harnstoff 
• 15175-22-1 1-Methyl-3-(4-nitro-phenyl)-adamantan 
• 14202-13-2 (3-methyladamantan-1-yl)acetic acid 
• 1687-34-9 1-ethyl-3-methyladamantane 
• 78056-28-7 3-methyl-1-aminoadamantane 
• 15175-21-0 1-methyl-3-phenyladamantane 
• 84868-11-1 p-Toluolsulfonsaeure-(3-methyl-1-adamantyl)ester 
• 768-91-2 1-methyl-adamantane 

Relevant articles and documents

Synthesis and biological evaluation of memantine nitrates as a potential treatment for neurodegenerative diseases

A series of memantine nitrate derivatives, as dual functional compounds with neuroprotective and vasodilatory activity for neurodegenerative diseases, was designed and synthesized. These compounds combined the memantine skeleton and a nitrate moiety, and thus inhibited the N-methyl-d-aspartic acid receptor and released NO in the central nervous system. The biological evaluation results revealed that the new memantine nitrates were effective in protecting neurons against glutamate-induced injury in vitro. Moreover, memantine nitrates dilated aortic rings against phenylephrine-induced contraction. The structure-activity relationships of neuroprotection and vasodilation were both analyzed. In further studies, compound MN-05 significantly protected cortical neurons by inhibiting Ca2+ influx, reducing free radical production and maintaining the mitochondrial membrane potential. Further research on MN-05 is warranted.

Contribution a l'etude des reactions d'alkylation et de polyalkylation de l'adamantane et de ses homologues

A method for preparing alkyl derivatives of cage-structure compounds is proposed.It relies on the use of Grignard reactions with a high boiling point solvent.The reactions take place at atmospheric pressure.Methylation of adamantane, diamantane, and homoadamantane occurs with quantitative yield.With other primary alkyl groups, yields are better than 60percent.Competition between alkylation and secondary reactions is discussed on the basis of a free radical mechanism.