Dronabinol
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Identifiers
CAS number
1972-08-3Molecular formula
C21H30O2SMILES
CCCCCC1=CC(=C2[C@@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O
Safety labels
Irritant
Health -
Odor profile
Spicy 52.31% Woody 39.61% Phenolic 33.68% Animal 30.24% Sweet 29.46% Balsamic 29.16% Leathery 27.07% Dry 26.4% Fruity 25.32% Amber 25.15% Scent© AI
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Properties
XLogP3-AA
7.0Molecular weight
314.5 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowMelting point expt.
- 200 °C at 2.00E-02 mm Hg
- 200 °C
Boiling point
- 392 °F at 0.02 mmHg (NTP, 1992)
- BP: 200 °C at 0.02 mm Hg
Flash point est.
180.45 ˚CSolubility expt.
- 2.8 mg/L at 73 °F (NTP, 1992)
- 2.8 mg/L (at 23 °C)
- In water, 2.8 mg/L at 23 °C
- Essentially insoluble in water
- 1 part in 1 part of alcohol; 1 part in 1 part of acetone; 1 part in 3 parts of glycerol. In 0.15M sodium chloride, 0.77 mg/L at 23 °C. Soluble in fixed oils.
- 2.63e-03 g/L
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Synonyms
- Dronabinol
- TETRAHYDROCANNABINOL
- Marinol
- delta9-Tetrahydrocannabinol
- delta9-THC
- delta-9-tetrahydrocannabinol
- Deltanyne
- Abbott 40566
- delta-9-THC
- 1972-08-3
- delta(9)-THC
- Dronabinolum
- THC
- delta1-THC
- Namisol
- delta(1)-Tetrahydrocannabinol
- delta(sup 1)-Thc
- delta(sup 9)-Thc
- QCD 84924
- SP 104
- delta(9)-Tetrahydrocannabinol
- 1-trans-delta9-Tetrahydrocannabinol
- 1-trans-delta-9-Tetrahydrocannabinol
- QCD-84924
- Syndros
- (-)-delta9-trans-Tetrahydrocannabinol
- Dronabinolum [Latin]
- 9-tetrahydrocannabinol
- delta(9)-Tetrahydrocannibinol
- delta1-Tetrahydrocannabinol
- delta(sup 1)-Tetrahydrocannabinol
- delta(sup 9)-Tetrahydrocannabinol
- L-delta1-trans-Tetrahydrocannabinol
- .DELTA.9-Tetrahydrocannabinol
- Cannabinol, delta1-tetrahydro-
- CCRIS 4726
- CHEBI:66964
- .DELTA.1-THC
- .DELTA.9-THC
- 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol
- (l)-delta(sup 1)-Tetrahydrocannabinol
- NSC-134454
- Tetrahydrocannabinols (-)-delta1-3,4-trans-form
- ABBOTT-40566
- DTXSID6021327
- (-)-delta9-Tetrahydrocannabinol
- 1-trans-delta(sup 9)-Tetrahydrocannabinol
- HSDB 6471
- J882F
- Cannabinol, 1-trans-delta(sup 9)-tetrahydro-
- (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
- SP-104
- 6465-30-1
- CHEMBL465
- 7J8897W37S
- NSC 134454
- (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol
- delta 9-Tetrahydrocannabinol
- delta-9 Tetrahydrocannabinol
- (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
- .delta.-9-tetrahydrocannabinol
- 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-
- DTXCID101327
- UNII-7J8897W37S
- Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol
- 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
- 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol
- trans-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol
- NSC134454
- 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-
- Dronabinolum (Latin)
- delta(1)-THC
- TETRAHYDROCANNABINOL, DELTA-9 TRANS
- Tetrahydrocannabinols (-)-trans-.delta.9-form
- DRONABINOL (MART.)
- DRONABINOL [MART.]
- (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-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-, trans-
- 9-ene-Tetrahydrocannabinol
- Dronabinol (USAN:USP:INN)
- Dronabinol [USAN:USP:INN]
- (-)-.DELTA.9-THC
- Compassia
- DRONABINOL (USP MONOGRAPH)
- DRONABINOL [USP MONOGRAPH]
- Relivar
- (L)-.delta.1-Tetrahydrocannabinol
- (-)-.DELTA.1-Tetrahydrocannabinol
- (-)-.DELTA.9-Tetrahydrocannabinol
- L-.delta.1-trans-Tetrahydrocannabinol
- L-trans-.delta.9-Tetrahydrocannabinol
- Delta 9-THC
- (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
- (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-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,10aR)-
- (6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6A,7,8,10A-TETRAHYDRO-6H-DIBENZO(B,D)PYRAN-1-OL
- (-)-.DELTA.9-trans-Tetrahydrocannabinol
- (-)-trans-.DELTA.9-Tetrahydrocannabinol
- Marinol (TN)
- DEA No. 7369
- delta1-Tetrahydrocannabinol (VAN)
- delta9-Tetrahydrocannabinol (VAN)
- Dronabinol (USP/INN)
- .DELTA.1-Tetrahydrocannabinol
- 9 ene Tetrahydrocannabinol
- Tetrahydrocannabinol delta9
- (-)-trans-Delta9-THC
- Cannabinol, .DELTA.1-tetrahydro-
- .DELTA.9-trans-Tetrahydrocannabinol
- (l)-delta1-Tetrahydrocannabinol
- L-.delta.1-Tetrahydrocannabinol
- (-)-delta1-Tetrahydrocannabinol
- delta9-trans-Tetrahydrocannabinol
- trans-delta9-Tetrahydrocannabinol
- (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo(c)chromen-1-ol
- (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
- CAT-310
- L-trans-delta9-Tetrahydrocannabinol
- 6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-
- DRG-0138
- TCI
- 14C-.DELTA.1-Tetrahydrocannabinol
- trans-.DELTA.9-Tetrahydrocannabinol
- (-)-trans-Delta1-Tetrahydrocannabinol
- (-)-trans-delta9-Tetrahydrocannabinol
- .delta.-9-THC
- 1-trans-delta(sup9)-tetrahydrocannabinol
- Dronabinol (Synthetic)
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Applications
Dronabinol (CAS 1972-08-3) is a synthetic form of delta-9-tetrahydrocannabinol that acts primarily at CB1 cannabinoid receptors and is used clinically to control chemotherapy-induced nausea and vomiting refractory to standard antiemetics and to stimulate appetite and weight gain in patients with HIV/AIDS, and it is also leveraged in palliative care to address anorexia, nausea, pain, insomnia, and anxiety; additional off-label and research applications include refractory neuropathic and chronic pain, spasticity and pain related to multiple sclerosis, opioid-sparing strategies, refractory pruritus (for example cholestatic itch), short-term intraocular pressure reduction in glaucoma (not recommended for routine chronic use), tics in Tourette syndrome, post-traumatic stress symptoms, and obstructive sleep apnea; it is available as oral capsules and oral solution, with extended-release and transmucosal formulations under exploration to optimize response; key safety considerations include neuropsychiatric adverse effects (dizziness, sedation, euphoria or anxiety, cognitive impairment), dry mouth, orthostatic hypotension, tachycardia, and fall risk, plus CYP2C9/CYP3A4 drug interactions and additive CNS depression with alcohol or sedatives, necessitating careful patient selection, individualized dosing, and close monitoring.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 420.39 methanol 234.47 isopropanol 322.02 water 0.07 ethyl acetate 530.64 n-propanol 433.12 acetone 602.82 n-butanol 438.5 acetonitrile 149.41 DMF 635.9 toluene 599.76 isobutanol 319.22 1,4-dioxane 1397.11 methyl acetate 418.17 THF 1856.75 2-butanone 587.85 n-pentanol 258.5 sec-butanol 270.61 n-hexane 28.82 ethylene glycol 24.26 NMP 665.5 cyclohexane 137.58 DMSO 409.65 n-butyl acetate 573.04 n-octanol 172.79 chloroform 1520.31 n-propyl acetate 332.02 acetic acid 213.72 dichloromethane 1296.7 cyclohexanone 1097.09 propylene glycol 67.98 isopropyl acetate 393.1 DMAc 603.46 2-ethoxyethanol 302.01 isopentanol 377.4 n-heptane 29.67 ethyl formate 252.58 1,2-dichloroethane 847.61 n-hexanol 393.9 2-methoxyethanol 479.92 isobutyl acetate 318.04 tetrachloromethane 145.76 n-pentyl acetate 424.61 transcutol 1863.65 n-heptanol 182.65 ethylbenzene 192.64 MIBK 337.98 2-propoxyethanol 623.27 tert-butanol 282.95 MTBE 428.91 2-butoxyethanol 352.83 propionic acid 204.37 o-xylene 227.06 formic acid 35.94 diethyl ether 595.53 m-xylene 288.6 p-xylene 264.91 chlorobenzene 611.76 dimethyl carbonate 190.94 n-octane 13.89 formamide 64.65 cyclopentanone 991.24 2-pentanone 529.99 anisole 334.59 cyclopentyl methyl ether 715.8 gamma-butyrolactone 820.83 1-methoxy-2-propanol 421.47 pyridine 1004.79 3-pentanone 399.04 furfural 614.5 n-dodecane 16.29 diethylene glycol 298.57 diisopropyl ether 163.08 tert-amyl alcohol 208.78 acetylacetone 515.22 n-hexadecane 20.38 acetophenone 306.72 methyl propionate 420.3 isopentyl acetate 550.69 trichloroethylene 1491.97 n-nonanol 172.68 cyclohexanol 474.59 benzyl alcohol 282.51 2-ethylhexanol 247.4 isooctanol 157.16 dipropyl ether 296.74 1,2-dichlorobenzene 439.52 ethyl lactate 142.02 propylene carbonate 478.21 n-methylformamide 183.71 2-pentanol 245.49 n-pentane 36.8 1-propoxy-2-propanol 454.85 1-methoxy-2-propyl acetate 563.08 2-(2-methoxypropoxy) propanol 368.8 mesitylene 162.27 ε-caprolactone 830.83 p-cymene 135.18 epichlorohydrin 1159.19 1,1,1-trichloroethane 584.53 2-aminoethanol 95.0 morpholine-4-carbaldehyde 882.21 sulfolane 684.78 2,2,4-trimethylpentane 25.03 2-methyltetrahydrofuran 1147.25 n-hexyl acetate 559.86 isooctane 20.89 2-(2-butoxyethoxy)ethanol 562.24 sec-butyl acetate 273.87 tert-butyl acetate 378.01 decalin 48.87 glycerin 92.81 diglyme 911.29 acrylic acid 144.01 isopropyl myristate 218.6 n-butyric acid 429.75 acetyl acetate 323.77 di(2-ethylhexyl) phthalate 215.79 ethyl propionate 252.34 nitromethane 304.77 1,2-diethoxyethane 726.01 benzonitrile 383.58 trioctyl phosphate 152.7 1-bromopropane 513.96 gamma-valerolactone 1355.96 n-decanol 131.18 triethyl phosphate 156.19 4-methyl-2-pentanol 157.61 propionitrile 219.34 vinylene carbonate 442.21 1,1,2-trichlorotrifluoroethane 506.93 DMS 409.41 cumene 125.76 2-octanol 127.03 2-hexanone 335.95 octyl acetate 277.72 limonene 198.31 1,2-dimethoxyethane 618.39 ethyl orthosilicate 161.92 tributyl phosphate 187.75 diacetone alcohol 328.3 N,N-dimethylaniline 200.68 acrylonitrile 208.71 aniline 471.87 1,3-propanediol 241.65 bromobenzene 710.05 dibromomethane 835.19 1,1,2,2-tetrachloroethane 1197.99 2-methyl-cyclohexyl acetate 324.8 tetrabutyl urea 230.89 diisobutyl methanol 122.06 2-phenylethanol 374.76 styrene 257.42 dioctyl adipate 303.76 dimethyl sulfate 207.79 ethyl butyrate 314.63 methyl lactate 160.18 butyl lactate 284.49 diethyl carbonate 204.78 propanediol butyl ether 323.11 triethyl orthoformate 256.99 p-tert-butyltoluene 131.98 methyl 4-tert-butylbenzoate 290.65 morpholine 1478.17 tert-butylamine 180.02 n-dodecanol 103.4 dimethoxymethane 719.19 ethylene carbonate 424.55 cyrene 281.62 2-ethoxyethyl acetate 606.7 2-ethylhexyl acetate 462.41 1,2,4-trichlorobenzene 534.25 4-methylpyridine 918.27 dibutyl ether 270.5 2,6-dimethyl-4-heptanol 122.06 DEF 513.08 dimethyl isosorbide 592.83 tetrachloroethylene 656.02 eugenol 288.37 triacetin 432.85 span 80 356.07 1,4-butanediol 80.0 1,1-dichloroethane 681.18 2-methyl-1-pentanol 273.61 methyl formate 152.6 2-methyl-1-butanol 344.93 n-decane 27.4 butyronitrile 320.46 3,7-dimethyl-1-octanol 199.87 1-chlorooctane 149.58 1-chlorotetradecane 66.29 n-nonane 22.45 undecane 20.58 tert-butylcyclohexane 37.58 cyclooctane 37.82 cyclopentanol 377.75 tetrahydropyran 1524.15 tert-amyl methyl ether 275.23 2,5,8-trioxanonane 602.77 1-hexene 140.33 2-isopropoxyethanol 269.36 2,2,2-trifluoroethanol 54.93 methyl butyrate 323.18 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Cannabis (Hemp) oil | Cannabis sativa L., fam. Cannabinaceae | 0.01% |