11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one

Basic Information

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CAS Number

486-86-2

Molecular Formula

C12H16N2O

Molecular Weight

204.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Brown powder

Melting Point

137-139oC

Boiling Point

342.77°C (rough estimate)

Flash Point

191.9°C

Solubility

Methanol; Acetone

Refractive Index

1.6000 (estimate)

Specific Rotation

30D -224° (c = 1.05 in water)

SMILES

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CN1CC2CC(C1)C3=CC=CC(=O)N3C2

InChI

InChI=1S/C12H16N2O/c1-13-6-9-5-10(8-13)11-3-2-4-12(15)14(11)7-9/h2-4,9-10H,5-8H2,1H3

InChIKey

CULUKMPMGVXCEI-UHFFFAOYSA-N

LogP

0.8972

Topological Polar Surface Area

25.240000000000002 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

359

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Storage Conditions

2-8℃

Toxicity

LD50 in mice (mg/kg): 21 i.v.; 51 i.p. (Barlow, McLeod)

Synonyms & References

English

(1R,5S)-3-Methyl-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one
Caulophylline
(-)-N-methylcytisine
Methylcytisine
BDBM50482164
1,5-METHANO-8H-PYRIDO(1,2-A)(1,5)DIAZOCIN-8-ONE, 1,2,3,4,5,6-HEXAHYDRO-3-METHYL-, (1R,5S)-
EINECS 207-643-8
3-Methylcytisine
CHEMBL1085045
1,5-Methano-8H-pyrido(1,2a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R)-
UNII-TT0MW69NCI
METHYLCYTISINE [MI]
BRN 0012448
N-Methylcytisine, AldrichCPR
12-Methylcytisine
Caulophyllin
5-24-02-00538 (Beilstein Handbook Reference)
CYTISINE, N-METHYL-
FT-0671641
SCHEMBL564472
MFCD00211091
AS-77797
N pound-Methylcytisine
HY-N0443
AC-34329
(1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one
CYTISINE, 12-METHYL-
486-86-2
NSC 34656
TT0MW69NCI
AKOS000276920

MDL Number

MFCD00211091

FAQ

What are the physical and chemical properties of 11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2)?

11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2) is a crystalline compound with a molecular weight of approximately 216.23 g/mol. It has a low solubility in water but is soluble in organic solvents such as ethanol and dichloromethane. This compound is known for its reactivity, especially in nitrogen-containing aromatic systems, making it useful in various synthetic transformations.

How is 11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2) typically synthesized?

11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2) is commonly synthesized via a multistep process involving nitrogen heterocycle formation and functional group manipulation. Commonly used catalysts include palladium complexes, and the reaction typically involves aromatic amination followed by cyclization. The yield and selectivity can be optimized through careful control of reaction conditions and choice of catalysts.

What industries use 11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2)?

11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2) is primarily used in the pharmaceutical industry for the development of novel drugs, as well as in polymer synthesis for the production of advanced materials. It also finds applications in sensor technology and semiconductor manufacturing due to its unique chemical properties.

What precautions should be taken when handling 11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2)?

When handling 11-Methyl-7,11-diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one (CAS: 486-86-2), it is crucial to work in a fume hood and use appropriate personal protective equipment (PPE) such as gloves and safety goggles. Spills should be handled with caution, and the material safety data sheet (MSDS/SDS) should be consulted for specific spill cleanup procedures. This compound can be toxic, so exposure should be minimized, and proper ventilation is essential.