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Merck

T4764

Δ9-Tetrahydrocannabinol solution

1.0 mg/mL in methanol, analytical standard, for drug analysis

Sinónimos:

Δ1-Tetrahydrocannabinol

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Fórmula empírica (notación de Hill):
C21H30O2
Número CAS:
1972-08-3
Peso molecular:
314.46
NACRES:
NA.24
PubChem Substance ID:
329826800
UNSPSC Code:
41116107
EC Number:
200-659-6
MDL number:
MFCD00083207

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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

InChI key

CYQFCXCEBYINGO-IAGOWNOFSA-N

SMILES string

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

drug control

Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; (Spain); Decreto Lei 15/93: Tabela IIB (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet, kontrollierte Droge in Deutschland

Quality Level

200

Gene Information

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

concentration

1.0 mg/mL in methanol

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

single component solution

storage temp.

2-8°C

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Categorías relacionadas

General description

Δ9-Tetrahydrocannabinol, known as THC, is a C21 terpenophenolic compound and is the primary psychoactive cannabinoid present in cannabis and hemp.

Application

The Δ9-Tetrahydrocannabinol analytical standard can be used as follows:
  • Development and validation of a high-performance liquid chromatographic method coupled with UV detection to measure cannabidiol and ∆9-tetrahydrocannabinol in rat plasma samples following their extraction by protein precipitation and liquid-liquid extraction (LLE)
  • Estimation of cannabidiol and ∆9-tetrahydrocannabinol extracted from human plasma samples by liquid-liquid extraction using ultra-performance liquid chromatography with triple quadrupole mass spectrometry
  • Multi-residue analysis of Δ9-tetrahydrocannabinol (THC) and its two degradation products, 11-hydroxy-Δ9-tetrahydrocannabinol and 11-nor-9-carboxy-Δ9-tetrahydrocannabinol, in whole blood samples by QuEChERS extraction and gas chromatography (GC) coupled with tandem mass spectrometry (MS/MS)
  • Optimization of an ultra-high performance supercritical fluid chromatographic (UHPSFC) method, combined with a tandem mass spectrometer (MS/MS) to determine ∆9-tetrahydrocannabinol, along with three of its major metabolites and four synthetic metabolites in wastewater samples following liquid-liquid extraction
  • Development and validation of an ultra high-performance liquid chromatographic (UHPLC) method coupled to photodiode array and mass spectrometry detectors to determine 11 cannabinoids in various Cannabis Sativa samples

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes,Central nervous system

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
0000271055
0000271055
SLCH6733
SLCD5109
SLBZ6905

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Suspected dronabinol withdrawal in an elderly cannabis-naive medically ill patient.
Russ S Muramatsu et al.
The American journal of psychiatry, 170(7), 804-804 (2013-07-04)
M Waldman et al.
Biochemical pharmacology, 85(11), 1626-1633 (2013-03-30)
Tetrahydrocannabinol (THC), the major psychoactive component of marijuana, is a cannabinoid agonist that exerts its effects by activating at least two specific receptors (CB1 and CB2) that belong to the seven transmembrane G-protein coupled receptor (GPCR) family. Both CB1 and
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.
Z K Krowicki
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 63(6), 581-588 (2013-02-08)
We previously reported that delta-9-tetrahydrocannabinol (delta-9-THC), the primary psychoactive constituent of Cannabis sativa, inhibited gastric motor activity and evoked bradycardia and hypotension upon its parenteral administration in the rat. As prostanoids are important mediators of the actions of cannabinoids, we
Li-Jie Cheng et al.
Organic letters, 15(4), 764-767 (2013-01-26)
The highly efficient asymmetric total syntheses of (-)-Δ(8)-tetrahydrocannabinol ((-)-Δ(8)-THC) (13 steps, 35%) and (-)-Δ(9)-tetrahydrocannabinol ((-)-Δ(9)-THC) (14 steps, 30%) have been developed by using ruthenium-catalyzed asymmetric hydrogenation of racemic α-aryl cyclic ketones via dynamic kinetic resolution and intramolecular S(N)Ar cyclization.
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