DEHYDROABIETYLAMINE

Product Name: DEHYDROABIETYLAMINE
CAS No.: 1446-61-3
Chemical Name: DEHYDROABIETYLAMINE
Synonyms: Leelamine;AMINE D;DEHYDROABIETHYLAMINE;((1R,4aS,10aR)-7-Isopropyl-1,4a-diMethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)MethanaMine;NSC 2955;55.0%(GC);Leelamine HCl;((1R,4aS,10aR);Water galbanum;Dehydrobietylamine
CBNumber: CB1692875
Molecular Formula: C20H31N
Formula Weight: 285.47
MOL File: 1446-61-3.mol

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DEHYDROABIETYLAMINE Property

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
InChI: InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3/t18-,19-,20+/m0/s1
InChIKey: JVVXZOOGOGPDRZ-SLFFLAALSA-N
SMILES: [C@@]1(C)(CN)[C@@]2([H])[C@@](C)(C3=C(CC2)C=C(C(C)C)C=C3)CCC1
CAS DataBase Reference: 1446-61-3(CAS DataBase Reference)
EPA Substance Registry System: Dehydroabietylamine (1446-61-3)

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Safety

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 105198
Product name: (+)-Dehydroabietylamine
Purity: technical grade, 60%
Packaging: 100g
Price: $116.5
Updated: 2025/07/31

TCI Chemical

Product number: D1588
Product name: (+)-Dehydroabietylamine [Optical Resolving Agent]
Purity: >90.0%(GC)
Packaging: 5g
Price: $94
Updated: 2025/07/31

TCI Chemical

Product number: D1180
Product name: Dehydroabietylamine
Purity: min. 55.0 %
Packaging: 25G
Price: $32
Updated: 2025/07/31

TCI Chemical

Product number: D1588
Product name: (+)-Dehydroabietylamine [Optical Resolving Agent]
Purity: >90.0%(GC)
Packaging: 25g
Price: $282
Updated: 2025/07/31

Cayman Chemical

Product number: 10006148
Product name: Leelamine
Purity: ≥98%
Packaging: 5mg
Price: $37
Updated: 2024/03/01

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DEHYDROABIETYLAMINE Chemical Properties,Usage,Production

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.

Synthesis

2026-24-6

1446-61-3

The general procedure for the synthesis of dehydroabietic amine from dehydroabietic amine acetate was as follows: crude 60% (+)-dehydroabietic amine (42.0 g) was dissolved in toluene (70.0 cm3) and a toluene (30.0 cm3) solution of acetic acid (9.65 g) was slowly added. The mixture was crystallized in a refrigerator. The product was collected by filtration and washed with hexane (30.0 cm3). The (+)-dehydrofiramine ethanol compound was recrystallized from methanol. (+)-Dehydrofiramine acetate (21.0 g) was dissolved in hot water and 10% NaOH aqueous solution (28.0 cm3) was added. The (+)-dehydrofiramine was extracted with diethyl ether (50.0 cm3) and the organic phase was washed with water to neutrality and subsequently dried over anhydrous sodium sulfate. The solvent was evaporated and the (+)-dehydrofiramine obtained was dried in vacuum to give a white solid; yield 37.0 g, 88.2%; melting point 44.28 °C (literature value 44-45 °C [16]). [α]22D +44.3480 (c, 10.0 mg/cm3, CHCl?).1H NMR (500 MHz, CDCl?) δ 0.89 (s, 3H, CH?), 1.22 (s, 3H, CH?), 1.22 (d, J=7.0 Hz, 6H, 2 × CH?), 1.33 (m, 2H, CH?), 1.39 ( m, 1H, CHH), 1.52 (dd, J=11.8,3.3Hz, 1H, CH), 1.69 (m, 2H, CH?), 1.74 (m, 2H, CH?), 2.30 (dt, J=13.1,1.7Hz, 1H, CHH), 2.40 (d, J=13.5Hz, 1H, CHH), 2.61 (d, J= 13.5 Hz, 1H, CHH), 2.82 (sep, J=7.0 Hz, CH), 2.88 (m, 2H, CH?), 6.89 (d, J=1.9 Hz, 1H, CHAr), 7.00 (dd, J=8.1,1.9 Hz, 1H, CHAr), 7.18 (d, J=8.1 Hz, 1H, CHAr). 13C NMR (500 MHz, CDCl?) δ 18.78 (CH?), 18.90 (CH?), 18.90 (CH?), 24.11 (CH?), 24.13 (CH?), 25.37 (CH?), 30.31 (CH?), 33.58 (CH), 35.36 (CH?), 37.36 (C). 37.53 (C), 38.70 (CH?), 45.00 (CH), 53.99 (CH?), 123.96 (CHAr), 124.38 (CHAr), 126.94 (CHAr), 134.84 (CAr), 145.67 (CAr), 147.63 (CAr).HRMS-ESI m/z 286.2540; C??H??N [M+H]? Calculated value 286.2529.

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.]

References

[1] Australian Journal of Chemistry, 2017, vol. 70, # 7, p. 845 - 856

DEHYDROABIETYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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DEHYDROABIETYLAMINE Suppliers

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View Lastest Price from DEHYDROABIETYLAMINE manufacturers

Jiangsu Monade Biological Technology Co., Ltd.

Product: (+)-Dehydroabiethylamine 1446-61-3
Price: US $0.00/ASSAYS
Min. Order: 100ASSAYS
Purity: 99.99%
Supply Ability: 10000
Release date: 2021-09-07

Career Henan Chemical Co

Product: DEHYDROABIETYLAMINE 1446-61-3
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: as request
Release date: 2018-12-24

Career Henan Chemical Co

Product: DEHYDROABIETYLAMINE 1446-61-3
Price: US $8.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10tons
Release date: 2018-12-24

1446-61-3, DEHYDROABIETYLAMINERelated Search:

FMOC-ASN(TRT)-OPFP D-DESTHIOBIOTIN 1951424-89-7 DEHYDROABIETYLAMINE (+)-DEHYDROABIETYLAMINE [OPTICAL RESOLVING AGENT],(+)-DEHYDROABIETYLAMINE [OPTICAL RESOLVING AGENT] Polyethylene oxide, dehydroabietylamine polymer DEHYDROABIETYLAMINE Turpentine DEHYDROABIETYL ISOTHIOCYANATE [1R-(1alpha,4abeta,10aalpha)]-4-[[[7-isopropyl-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethylphenanthren-1-yl]methyl](3-oxo-3-phenylpropyl)amino]butan-2-one DEHYDROABIETYLAMINE ACETATE, TECH., 85%,DEHYDROABIETYLAMINE ACETATE,DEHYDROABIETYLAMINE ACETATE, TECH., 85%,DEHYDROABIETYLAMINE ACETATE (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine hydrochloride TOSLAB 13004 TOSLAB 12994 [(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 TOSLAB 13005

DEHYDROABIETYLAMINE

DEHYDROABIETHYLAMINE

D(+)-DEHYDROABIETYLAMINE

1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-

1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]1-Phenanthrenemethanamine

(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl-1-phenanthrenemethanamine)

NSC 2955

1-phenanthrenemethanamine,1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-met

Dehydrobietylamine

(1R)-(1,2,3,4,4a,9,10,10aα-Octahydro-7-isopropyl-1,4aβ-dimethylphenanthrene)-1α-methanamine

(1R)-1,2,3,4,4a,9,10,10aα-Octahydro-1,4aβ-dimethyl-7-(1-methylethyl)-1α-phenanthrenemethanamine

(1R)-1,2,3,4,4a,9,10,10aα-Octahydro-1,4aβ-dimethyl-7-(1-methylethyl)phenanthrene-1α-methanamine

(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-isopropyl-1-phenanthrenemethanamine

Dehydroabietylamine,60%,tech.

Dehydroabietylamine1,4a-Dimethyl-7-isopropyl-1,2,3,4,4a,9,10,10a-octahydro-1- phenanthrenemethylamine

(d)-dehyroabiethylamine

Leelamine hydrochloride

DEHYDROABIETYLAMINE, TECH., 60%

DehydroabietylamineTech60%

LYLAMINE HYDROCHLORIDE

(1R,4AS,10AR)-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-,4A-DIMETHYL-7-(1-METHYLETHYL)-1-PHENANTHRENEMETHANAMINE HYDROCHLORIDE

1,4A-DIMETHYL-7-ISOPROPYL-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-PHENANTHRENEMETHYLAMINE

1 4A-DIMETHYL-7-ISOPROPYL-1 2 3,4A 9 10 10A-OCTAHYDRO-1-PHENANTHRENE METHYLAMINE

AMINE D

(1r-(1alpha,4abeta,10aalpha))-hylethyl)

[1theta-(1alpha,4abeta,10aalpha)]-hylethyl)

1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-,[1R-(1.alpha.,4a.beta.,10a.alpha.)]1-Phenanthrenemethanamine

13-isopropylpodocarpa-8,11,13-trien-15-amine

13-trien-15-amine,13-isopropyl-podocarpa-11

(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1-,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine ,60%

((1S,4aS,10aR)-7-isopropyl-1,4a-diMethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)MethanaMine

Leelamine

(+)DehyroabietylaMine

(1R,4aS,10aR)-1-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-phenanthrenemethanamine

((1R,4aS,10aR)-7-Isopropyl-1,4a-diMethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)MethanaMine

DehydroabiethylaMine (>80%)

(+)-Dehydroabietylamine technical grade, 60%

Leelamine HCl

(+)-Dehydroabietylamine&nbsp

[Optical Resolving Agent]

((1R,4aS,10aR)

-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)

(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4adimethyl- 7-(1-methylethyl)-1-phenanthrenemethanamine,99%d.e.

(+)-Dehydroabietylamine[OpticalResolvingAgent]&gt

55.0%(GC)

Dehydroabietylamine &gt

(+)-Dehydroabietylamine [Optical Resolving Agent]

(+)-Dehydroabiethylamine

1446-61-3 C20H31N DEHYDROABIETYLAMINE

(+)-Dehydroabietylamine

Leelamine free base

Pyruvate dehydrogenase kinase,PDH kinase,Dehydroabiethylamine,Inhibitor,PDHK,Cannabinoid Receptor,inhibit

Water galbanum

Leelamine, Pyruvate dehydrogenase kinase (PDK) inhibitor

Dehydroabiethylamine, 10 mM in DMSO

1446-61-3

C20H31N

C20H31NHCl