33649-73-9

Basic information

• Product Name: 3-methyladamantane-1-carboxylic acid
• Synonyms: 3-methyladamantane-1-carboxylic acid
• CAS NO: 33649-73-9
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27012
• Mol File: 33649-73-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 314°C at 760 mmHg
• Flash Point: 147.9°C
• Appearance: /
• Density: 1.205g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.569
• PKA: 4.87±0.40(Predicted)
• CAS DataBase Reference: 3-methyladamantane-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyladamantane-1-carboxylic acid(33649-73-9)
• EPA Substance Registry System: 3-methyladamantane-1-carboxylic acid(33649-73-9)

Safety Data

• Hazardous Substances Data: 33649-73-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H18O2/c1-11-3-8-2-9(4-11)6-12(5-8,7-11)10(13)14/h8-9H,2-7H2,1H3,(H,13,14)

Upstream product

• 64-18-6 formic acid 
• 702-81-8 3-methyl-1-adamantanol 
• 702-77-2 1-bromo-3-methyladamantane 
• 101974-65-6 3-methyl-1-adamantanol nitrate 
• 702-80-7 3-Methyl-1-chloroadamantane 
• 768-91-2 1-methyl-adamantane 
• 32789-29-0 exo-tetrahydrodicyclopentadiene 

Downstream Products

• 14670-95-2 5-methyl-3-bromoadamantane-1-carboxylic acid 
• 1687-34-9 1-ethyl-3-methyladamantane 
• 14202-13-2 (3-methyladamantan-1-yl)acetic acid 
• 14575-01-0 methyl 3-bromo-1-adamantaneacetate 
• 14670-99-6 5-Amino-1-methyl-adamantan-carbonsaeure-(3) 
• 702-81-8 3-methyl-1-adamantanol 

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.

NITRATION OR CARBOXYLATION CATALYSTS

In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the following formula (1): ???wherein R1and R2represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a cycloalkyl group, and R1and R2may bond together to form a double bond, or an aromatic or non-aromatic ring, and Y is an O or OH, and n denotes 1 to 3;, a substrate is allowed to contact with at least one reactant selected from (i) a nitrogen oxide and (ii) a mixture of carbon monoxide and oxygen to be introduced with at least one functional group selected from a nitro group and a carboxyl group. The nitrogen oxide includes, for example, a compound represented by the formula NxOy(e.g., N2O3, NO2). The substrate includes, for example, a compound having a methine carbon atom (e.g., adamantane), a compound having a methyl group or a methylene group at an adjacent moiety of an aromatic ring. According to such reaction, the substrate can be efficiently nitrated or carboxylated even in a mild or moderate condition.