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Merck

T4764

Supelco

Δ9-Tetrahydrocannabinol solution

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

Sinónimos:

Δ1-Tetrahydrocannabinol

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About This Item

Fórmula empírica (notación de Hill):
C21H30O2
Número de CAS:
Peso molecular:
314.46
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard, for drug analysis

Quality Level

drug control

Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

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

SMILES string

[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

InChI key

CYQFCXCEBYINGO-IAGOWNOFSA-N

Gene Information

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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.

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

Storage Class

3 - Flammable liquids

wgk_germany

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

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Visite la Librería de documentos

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.
Going to pot.
Roxanne Khamsi
Scientific American, 308(6), 34-34 (2013-06-05)
J M Jansma et al.
Translational psychiatry, 3, e234-e234 (2013-02-28)
Recent evidence has implicated the endocannabinoid (eCB) system in nicotine addiction. The eCB system also has an important role in reward mechanisms, and nicotine addiction has been associated with aberrant reward processing. Motivated by this evidence, we tested the hypothesis
Stefan W Toennes et al.
Journal of analytical toxicology, 37(3), 152-158 (2013-02-23)
Oral fluid (OF) tests aid in identifying drivers under the influence of drugs. In this study, 17 heavy cannabis users consumed alcohol to achieve steady blood alcohol concentrations of 0 to 0.7 g/L and smoked cannabis 3 h afterward. OF
Shuso Takeda et al.
The Journal of toxicological sciences, 38(2), 305-308 (2013-03-29)
To investigate gene(s) being regulated by ∆(9)-tetrahydrocannabinol (∆(9)-THC), we performed DNA microarray analysis of human breast cancer MDA-MB-231 cells, which are poorly differentiated breast cancer cells, treated with ∆(9)-THC for 48 hr at an IC50 concentration of approximately 25 µM.

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