DEHYDROABIETYLAMINE Chemical Properties

Melting point:

44.50℃

Boiling point:

417.89°C (rough estimate)

Density 

0.963±0.06 g/cm3 (20 ºC 760 Torr)

refractive index 

n20/D 1.546(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform, DMSO, Methanol

form 

White solid.

pka

10.13±0.29(Predicted)

color 

Pale Yellow

optical activity

[α]20/D +56.1°, c = 2.4 in pyridine

BRN 

3084620

CAS DataBase Reference

1446-61-3(CAS DataBase Reference)

EPA Substance Registry System

Dehydroabietylamine (1446-61-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

TP8701000

F 

10-23

HS Code 

29214990

Hazardous Substances Data

1446-61-3(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

DEHYDROABIETYLAMINE Usage And Synthesis

Chemical Properties

clear yellow viscous liquid

Uses

Dehydroabiethylamine is a primary amine with high molecular weight; shows a strong antibiotic effect with a broad spectrum of activity against Staphylococcus p.a. (sic), Escherichia coli, Mycobacterium tuberculosis, and Candida albicans.

Definition

ChEBI: [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine is a diterpenoid.

Biological Activity

CB 1 agonist. Displaces binding of [ 3 H]-SR141716A with an IC 50 value of 2.86 μ M.

Purification Methods

The crude base is purified by converting 2g of base in toluene (3.3mL) into the acetate salt by heating at 65-70o with 0.46g of AcOH, and the crystals are collected and dried (0.96g from two crops, m 141-143o). The acetate salt is dissolved in warm H2O, basified with aqueous NaOH and extracted with *C6H6. The dried extract (MgSO4) is evaporated in vacuum leaving a viscous oil which crystallises and can be distilled. [Gottstein & Cheney J Org Chem 30 2072 1965.] The picrate has m 234-236o (from aqueous MeOH), and the formate has m 147-148o (from heptane). [Beilstein 12 IV 3005.]

DEHYDROABIETYLAMINE(1446-61-3)Related Product Information

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• TOSLAB 13004
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• [(1R,4AS,10AR)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-PHENANTHRENYL]-N-(4-FLUOROBENZYL)METHANAMINE HYDROCHLORIDE
• N-{[(1R,4AS,10AR)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-PHENANTHRENYL]METHYL}-2-PROPANAMINE HYDROCHLORIDE
• [(1R,4AS,10AR)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-PHENANTHRENYL]-N-(2-METHOXYBENZYL)METHANAMINE HYDROCHLORIDE
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