1-trans-delta-9-Tetrahydrocannabinol (1972-08-3),1-trans-delta-9-Tetrahydrocannabinol (1972-08-3) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
6H-Dibenzo[b,d]pyran-1-ol,6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-
Superlist Name:
Dronabinol
CAS No.:
1972-08-3
Molecular Structure:
Formula:
C₂₁H₃₀O₂
Molecular Weight:
314.22
Deleted CAS:
1363-19-5,14146-29-3,14146-43-1,26108-45-2,5957-27-7
Synonyms:
6H-Dibenzo[b,d]pyran-1-ol,6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-;Cannabinol,tetrahydro- (6CI);Cannabinol, D1-tetrahydro- (7CI);(-)-3,4-trans-D1-Tetrahydrocannabinol;(-)-trans-D1-Tetrahydrocannabinol;(-)-trans-D9-THC;(-)-trans-D9-Tetrahydrocannabinol;(-)-D1-Tetrahydrocannabinol;(-)-D9-Tetrahydrocannabinol;(-)-D9-trans-Tetrahydrocannabinol;(l)-D1-Tetrahydrocannabinol;Abbott40566;Marinol;NSC 134454;QCD 84924;SP 104;THC;Tetrahydrocannabinol;l-trans-D9-Tetrahydrocannabinol;l-D1-trans-Tetrahydrocannabinol;trans-(-)-D9-Tetrahydrocannabinol;trans-D9-Tetrahydrocannabinol;D1-THC;D1-Tetrahydrocannabinol;D9-THC;D9-Tetrahydrocannabinol;D9-trans-Tetrahydrocannabinol;
Density:
1.015 g/cm³
Boiling Point:
390.448 °C at 760 mmHg
Flash Point:
149.334 °C
Appearance:
Thick brown oil
Hazard Symbols:
F
Risk Codes:
11
Safety Description:
16-7 Details

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Chemistry

Molecular Structure of 1-trans-delta-9-Tetrahydrocannabinol (CAS NO.1972-08-3):

IUPAC Name: (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
Molecular Formula: C₂₁H₃₀O₂
Molecular Weight: 314.461700 g/mol
XLogP3: 7
H-Bond Donor: 1
H-Bond Acceptor: 2
Canonical SMILES: CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1)O
Isomeric SMILES: CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1)O
InChI: InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
InChIKey: CYQFCXCEBYINGO-IAGOWNOFSA-N
Index of Refraction: 1.528
Molar Refractivity: 95.49 cm³
Molar Volume: 309.7 cm³
Surface Tension: 35 dyne/cm
Density: 1.015 g/cm³
Flash Point: 149.3 °C
Enthalpy of Vaporization: 66.49 kJ/mol
Boiling Point: 390.4 °C at 760 mmHg
Vapour Pressure: 1.18E-06 mmHg at 25 °C
Water Solubility: 0.04284 mg/L at 25 °C
Storage Temp.: 2-8 °C

Toxicity Data With Reference

1.	dni-hmn:hla 40 µmol/L	ANTRD4 Anticancer Research. 3 (1983),211.
2.	oms-hmn:fbr 5 µmol/L	ANTRD4 Anticancer Research. 3 (1983),211.
3.	orl-mky TDLo:648 mg/kg (female 1-23W post):REP	NETOD7 Neurobehavioral Toxicology. 4 (1982),469.
4.	orl-mky TDLo:396 mg/kg (female 1-23W post):TER	AVBIB9 Advances in the Biosciences. 22/23 (1979),501.
5.	orl-rat LD50:666 mg/kg	PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 136 (1971),260.
6.	ipr-rat LD50:373 mg/kg	PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 136 (1971),260.
7.	ivn-rat LD50:29 mg/kg	ANYAA9 Annals of the New York Academy of Sciences. 191 (1971),74.
8.	orl-mus LD50:482 mg/kg	PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 136 (1971),260.
9.	ipr-mus LD50:168 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 196 (1972),133.
10.	ivn-mus LD50:42 mg/kg	ANYAA9 Annals of the New York Academy of Sc

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Safety Information of 1-trans-delta-9-Tetrahydrocannabinol (CAS NO.1972-08-3):
Hazard Codes: F
Risk Statements: 11
R11:Highly flammable
Safety Statements: 16-7
S16:Keep away from sources of ignition
S7:Keep container tightly closed
RIDADR: UN 1230 3/PG 2
WGK Germany: 1
HazardClass: 6.1(b)
PackingGroup: III
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic and teratogenic data. Human mutation data reported. A hallucinatory drug. When heated to decomposition it emits acrid smoke and irritating fumes. See also CANNABIS.

Specification

1-trans-delta-9-Tetrahydrocannabinol with CAS Registry Number of 1972-08-3 is also known as Tetrahydrocannabinol ; Dronabinol ; Dronabinol [USAN:INN] ; (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol ; (-)-delta9-trans-Tetrahydrocannabinol ; (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol ; (l)-delta(sup 1)-Tetrahydrocannabinol ; 1-trans-delta(sup 9)-Tetrahydrocannabinol ; 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol ; 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol ; 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- ; 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)- ; Abbott 40566 ; CCRIS 4726 ; Cannabinol, 1-trans-delta(sup 9)-tetrahydro- ; Cannabinol, delta1-tetrahydro- ; Deltanyne ; Dronabinol ; Dronabinolum ; Dronabinolum [Latin] ; HSDB 6471 ; Marinol ; NSC 134454 ; QCD 84924 ; QCD-84924 ; SP 104 ; THC ; Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol ; Tetrahydrocannabinol ; Tetrahydrocannabinols (-)-delta1-3,4-trans-form ; UNII-7J8897W37S ; delta(9)-Tetrahydrocannibinol ; delta(sup 1)-Tetrahydrocannabinol ; delta(sup 1)-Thc ; delta(sup 9)-Tetrahydrocannabinol ; delta(sup 9)-Thc ; delta-9 Tetrahydrocannabinol ; delta1-THC ; delta1-Tetrahydrocannabinol ; delta1-Tetrahydrocannabinol (VAN) ; delta9-THC ; delta9-Tetrahydrocannabinol (VAN) ; l-delta1-trans-Tetrahydrocannabinol ; 1-trans-delta9-Tetrahydrocannabinol . It is the principal active constituent of cannabis and agonist at CB1 and CB2 cannabinoid receptors.