Basic information
- CAS
1446-61-3- Standard SMILES
CC(C)c1ccc2c(c1)CC[C@H]1[C@](C)(CN)CCC[C@]21C- InChIKey
JVVXZOOGOGPDRZ-SLFFLAALSA-N- Molecular formula
- C20H31N
- Average molar mass
- 285.5 g/mol
- Monoisotopic mass
- 285.24564999
Overview
[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine is a diterpenoid.
Names & identifiers
- Preferred name
- Dehydroabietylamine
- IUPAC
- [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
- English name
- DEHYDROABIETYLAMINE
- Molecular formula
- C20H31N
- Molecular weight
- 285.47
Names & synonyms
1446-61-3LeelamineDEHYDROABIETYLAMINEAmine DNSC-295533289O147PDTXSID2041834Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-RefChem:131449DTXCID0021834215-899-7(+)-Dehydroabietylamine
Show more names
DehydrobietylamineNSC 295555.0%(GC)Leelamine HCl((1R,4aS,10aR)Water galbanum
(+)-Dehydroabiethylamine((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamineMFCD00213430Dehydroabiethylamine1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-Dehydroabietylamine (>80%)CHEMBL70488[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
Database identifiers
- CAS
1446-61-3、99306-87-3- PubChem CID
- 62034
- DTXSID
DTXSID2041834- ChEMBL
CHEMBL70488- ChEBI
Properties
Computed structural properties
- XLogP
- 5.4
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 376
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Rosin and Derivatives
Density1.5460 at 20 °C /technical grade/
Viscosity1.36X10-2 Pa.s @ 317.65 deg K
Color/FormPALE YELLOW VISCOUS LIQUID /TECHNICAL GRADE/
Melting Point317.65 deg K
Vapor Pressure
0.0000042 [mmHg]
4.2X10-6 mm Hg
Surface Tension3.38X10-2 N/m @ 317.65 deg K
Optical RotationSpecific optical rotation is +56.1 deg (c=2.4, pyridine) /technical grade/
Heat of Vaporization9.406X10+7 J/kmol @ 317.65 deg K
Physical DescriptionPale yellow viscous liquid; [HSDB]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.5% (7 of 155) of reports.
Warning
H315 (94.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 155 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-
Dehydroabietylamine (mixture of isomeres): Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant; May cause allergic skin reaction; [MP Biomedicals MSDS] Abietic acid is the active allergen present in colophony. [Marks, p. 80] See Abietic acid.
Hazard Classes and Categories
Skin Irrit. 2 (94.8%)
Skin Corr. 1B (100%)
Critical Temperature and PressureCritical temperature = 863.00 deg K; critical pressure = 1.7X10+6 Pa
Safety & protection
Disposal Methods
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.
Chemistry & industry
Uses & manufacturing
Uses
Used to make bactericides, fungicides, corrosion inhibitors, asphalt additives, and flotation agents; [HSDB]
PRODUCTION OF BACTERICIDES; FUNGICIDES; CORROSION INHIBITORS; ASPHALT ADDITIVES; FLOTATION AGENTS /TECHNICAL GRADE/
Methods of ManufacturingA ROSIN-DERIVED COMPD. SEE ABIETIC ACID. ROSIN, PINE RESIN; TALL OIL. /PURIFIED BY/ CRYSTALLIZATION. /ABIETIC ACID/
Formulations/Preparations
"AMINE D" /IS/ TRADEMARK FOR A TECHNICAL GRADE OF DEHYDROABIETHYLAMINE.
Technical grade is 60% pure by GLC; contains ~90% high molecular weight primary amines.
General Manufacturing Information
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.
Applications
UsesDehydroabiethylamine 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.
Related reactions
24 records
Compound notes
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