(+)-Dehydroabiethylamine

Names

[ Name ]:
(+)-Dehydroabiethylamine

[Synonym ]:
Leelamine hydrochloride,(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanaminehydrochloride
EINECS 215-899-7
MFCD00213430
(+)-DehydroabietylaMine [Optical Resolving Agent]
Dehydroabiethylamine

Biological Activity

[Description]:

Leelamine is a weak agonist of cannabinoid receptors CB1 and CB2. Leelamine also inhibits pyruvate dehydrogenase kinases (PDKs). Leelamine exhibits anti-tumor activity[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> PDHK

Research Areas >> Cancer

Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor

[Target]

CB1

CB2

[References]

[1]. Merarchi M, et, al. A Brief Overview of the Antitumoral Actions of Leelamine. Biomedicines. 2019 Jul 19;7(3):53.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
382.9±11.0 °C at 760 mmHg

[ Melting Point ]:
44.50℃

[ Molecular Formula ]:
C₂₀H₃₁N

[ Molecular Weight ]:
285.467

[ Flash Point ]:
156.7±9.1 °C

[ Exact Mass ]:
285.245636

[ PSA ]:
26.02000

[ LogP ]:
6.40

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.528

[ Storage condition ]:
Desiccate at +4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TP8701000

CHEMICAL NAME :: Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-

CAS REGISTRY NUMBER :: 1446-61-3

BEILSTEIN REFERENCE NO. :: 3084620

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C20-H31-N

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
C: Corrosive;Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TP8701000

[ HS Code ]:
3806900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Synthesis of Tertiary and Quaternary Amine Derivatives from Wood Resin as Chiral NMR Solvating Agents.

Molecules 20 , 20873-86, (2015)

Chiral tertiary and quaternary amine solvating agents for NMR spectroscopy were synthesized from the wood resin derivative (+)-dehydroabietylamine (2). The resolution of enantiomers of model compounds...