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T2386

Sigma-Aldrich

Δ9-Tetrahydrocannabinol solution

ethanol solution

Synonyme(s) :

Δ1-Tetrahydrocannabinol

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About This Item

Formule empirique (notation de Hill):
C21H30O2
Numéro CAS:
1972-08-3
Poids moléculaire :
314.46
Numéro MDL:
MFCD00083207
Code UNSPSC :
12352200
ID de substance PubChem :
24900035
Nomenclature NACRES :
NA.77

Forme

ethanol solution

Niveau de qualité

200

Contrôle du médicament

USDEA Schedule I; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

Concentration

25 mg/mL (+/- 5%)

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12CCC(C)=C[C@@]1([H])c3c(O)cc(CCCCC)cc3OC2(C)C

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

Clé InChI

CYQFCXCEBYINGO-IAGOWNOFSA-N

Informations sur le gène

human ... CNR1(1268) , CNR2(1269)
mouse ... Cnr1(12801)
rat ... Cnr1(25248)

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Catégories apparentées

Application

Δ9-tetrahydrocannabinol solution has been used to study its effects on schizophrenia-related behaviors in a developmental mouse model of schizophrenia.

Actions biochimiques/physiologiques

Δ9-Tetrahydrocannabinol or Δ9-THC is a psychoactive ingredient in marijuana that is known to function as a neuroprotective antioxidant21. In vivo microdialysis studies have reported that Δ9-THC can enhance extracellular dopamine efflux in the nucleus accumbens of conscious, freely-moving rats22.
Agonist at CB1 and CB2 cannabinoid receptors. Hallucinogen; major psychoactive component of marijuana from Cannabis sativa.

Caractéristiques et avantages

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Notes préparatoires

Δ9-Tetrahydrocannabinol solution is essentially insoluble in water.

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Danger

Mentions de danger

H225,H319

Classification des risques

Eye Irrit. 2 - Flam. Liq. 2

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

57.2 °F

Point d'éclair (°C)

14 °C

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

A J Hampson et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(14), 8268-8273 (1998-07-08)
The neuroprotective actions of cannabidiol and other cannabinoids were examined in rat cortical neuron cultures exposed to toxic levels of the excitatory neurotransmitter glutamate. Glutamate toxicity was reduced by both cannabidiol, a nonpsychoactive constituent of marijuana, and the psychotropic cannabinoid
Delta9-tetrahydrocannabinol (Delta9-THC) administration after neonatal exposure to phencyclidine potentiates schizophrenia-related behavioral phenotypes in mice.
Rodriguez G, et al.
Pharmacology, Biochemistry, and Behavior, 159, 6-11 (2017)
J P Chen et al.
Psychopharmacology, 102(2), 156-162 (1990-01-01)
This study examined the effects of acute administration of delta-9-tetrahydrocannabinol (delta 9-THC), the psychoactive ingredient in marijuana, on extracellular efflux of dopamine (DA) and its metabolites as measured by in vivo microdialysis in nucleus accumbens of conscious, freely-moving rats. delta
Nafsika Poulia et al.
British journal of pharmacology, 178(7), 1722-1736 (2021-01-27)
Adolescent cannabis use is associated with adult psychopathology. When Δ9 -tetrahydrocannabinol (THC), mainly in high doses, is administered to adolescence rats there are also long lasting effects in adults. This study aims to determine the specific adult bio-behavioural profile after
David R Maguire et al.
The Journal of pharmacology and experimental therapeutics, 345(3), 354-362 (2013-03-29)
Cannabinoid receptor agonists enhance the antinociceptive effects of μ-opioid receptor agonists, which suggests that combinations of these drugs might enhance therapeutic effectiveness (e.g., analgesia). However, it is not clear whether combinations of these drugs also enhance abuse or dependence liability.
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