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Dehydroabietylamine

Dehydroabietylamine structure

Dehydroabietylamine 

structure
  • CAS No:

    1446-61-3

  • Formula:

    C20H31N

  • Chemical Name:

    Dehydroabietylamine

  • Synonyms:

    1-Phenanthrenemethanamine,1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-,(1R,4aS,10aR)-;Podocarpa-8,11,13-trien-15-amine,13-isopropyl-;1-Phenanthrenemethanamine,1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-,[1R-(1α,4aβ,10aα)]-;Abietylamine,dehydro-;(1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenemethanamine;Dehydroabietylamine;NSC 2955;(+)-Dehydroabiethylamine;Leelamine;Dehydroabietic amine;104530-67-8;1416-08-6;24564-18-9;25512-83-8;27174-94-3;66989-22-8;87926-74-7

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

clear yellow viscous liquid


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

Dehydroabietylamine Basic Attributes

285.475

285.47

215-899-7

33289O147P

2955

DTXSID2041834

PALE YELLOW VISCOUS LIQUID /TECHNICAL GRADE/

29214990

Characteristics

26

6.40

1.5460 g/cm3 @ Temp: 20 °C

44.50 °C

250 °C (approx) @ Press: 12 Torr

>230 °F

n 20/D 1.546(lit.)

4.2X10-6 mm Hg

Specific optical rotation is +56.1 deg (c=2.4, pyridine) /technical grade/

Liquid molar volume is 0.29 cu m/kmol.

9.406X10+7 J/kmol @ 317.65 deg K

Critical temperature = 863.00 deg K; critical pressure = 1.7X10+6 Pa

Safety Information

NONH for all modes of transport

3

R36/37/38

26-36

TP8701000

Xi

P261-P305 + P351 + P338

H315-H319-H335

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

|Warning|H315 (97.62%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 49 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

dehydroabietylamine

Dehydroabietylamine Use and Manufacturing

Methods of Manufacturing

A ROSIN-DERIVED COMPD. SEE ABIETIC ACID. ROSIN, PINE RESIN; TALL OIL. /PURIFIED BY/ CRYSTALLIZATION. /ABIETIC ACID/

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

"AMINE D" /IS/ TRADEMARK FOR A TECHNICAL GRADE OF DEHYDROABIETHYLAMINE.|Technical grade is 60% pure by GLC; contains ~90% high molecular weight primary amines.

1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-: ACTIVE|A MIXT OF BUTYLTIN CHLORIDE, DEHYDROABIETYLAMINE, PENTACHLOROPHENOL, POLY(VINYL CHLORIDE) RESIN PAINT, & ETHYL ACETATE & SEVERAL SIMILAR FORMULATIONS WERE EFFECTIVE FOR PREVENTING RAT DAMAGE OF INSULATED CABLE. WEATHERING FOR 5 YR DID NOT REDUCE THE EFFECT.|TOPICAL COMPOSITION CONTAINING 1-10% DEHYDROABIETYLAMINE ACETATE, DEHYDROABIETYLAMINE, OR DEHYDROABIETYLAMINE-ETHYLENE OXIDE ADDUCT PROVIDED A NONIRRITANT, WASHING-RESISTANT COATING THROUGH WHICH THE INFECTIVE CERCARIAE OF SCHISTOSOMA DO NOT PASS READILY. THUS, A 99-100% PROTECTION AGAINST S JAPONICUM PENETRATION WAS AFFORDED THROUGH PRIOR APPLICATION OF 2.5-5% DEHYDROABIETYLAMINE SOLN ON SHAVED BELLIES OF MICE.|SOLN OF AMINE D (DEHYDROABIETYLAMINE; 70%) IN ETHANOL OR BENZYL ALC, WHEN SPRAYED ON OIL SLICK TO A CONCN OF ABOUT 10% & THEN TREATED WITH CARBON DIOXIDE TO FORM THE CARBAMATE, PROVIDES EXCELLENT GELATION OF THE OIL. A FIELD TEST INDICATED THAT THIS SYSTEM IS VERY ADVANTAGEOUS IN RECOVERY OF OIL SLICKS, IN TERMS OF EASE OF PICKUP. THE TOXICITY OF AMINE D IS OF VERY LOW ORDER, COMPARABLE TO THAT OF OIL SLICK ITSELF; FOR WATER DEPTHS OF GREATER THAN 2 FT, THE TOXICITY IS NEGLIGIBLE.

Computed Properties

Molecular Weight:285.5
XLogP3:5.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:285.245649993
Monoisotopic Mass:285.245649993
Topological Polar Surface Area:26
Heavy Atom Count:21
Complexity:376
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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