130381-15-6 Usage
Description
(?)-11-nor-9-carboxy-Δ9-THC-d3 (solution) is a deuterated internal standard containing three deuterium atoms at the 5 position. It is specifically designed for the quantification of its non-deuterated counterpart, (?)-11-nor-9-carboxy-Δ9-THC, by gas chromatography (GC) or liquid chromatography (LC) mass spectrometry. This metabolite is derived from the primary psychoactive component of marijuana, Δ9-tetrahydrocannabinol (Δ9-THC), which undergoes hydroxylation at the allylic C-11 position followed by oxidation. The deuterated form aids in the accurate and unequivocal confirmation of the presence of the metabolite in biological fluids.
Uses
Used in Forensic Toxicology:
(?)-11-nor-9-carboxy-Δ9-THC-d3 (solution) is used as an internal standard for the accurate quantification and identification of its non-deuterated counterpart in biological samples. This is crucial for forensic toxicology applications, where the presence and concentration of the metabolite can be indicative of marijuana use.
Used in Clinical Research:
In clinical research, this deuterated internal standard is employed to ensure the precision and reliability of measurements when studying the metabolism and pharmacokinetics of Δ9-THC and its metabolites. It helps in understanding the drug's effects and its potential therapeutic applications.
Used in Quality Control and Method Development:
(?)-11-nor-9-carboxy-Δ9-THC-d3 (solution) is utilized in the development and validation of analytical methods for the detection and quantification of Δ9-THC metabolites. It serves as a reference material to ensure the accuracy and reproducibility of the methods, which is essential for quality control in laboratories.
Check Digit Verification of cas no
The CAS Registry Mumber 130381-15-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,0,3,8 and 1 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 130381-15:
(8*1)+(7*3)+(6*0)+(5*3)+(4*8)+(3*1)+(2*1)+(1*5)=86
86 % 10 = 6
So 130381-15-6 is a valid CAS Registry Number.
130381-15-6Relevant articles and documents
A concise methodology for the synthesis of (-)-Δ9-tetrahydrocannabinol and (-)-Δ9-tetrahydrocannabivarin metabolites and their regiospecifically deuterated analogs
Nikas, Spyros P.,Thakur, Ganesh A.,Parrish, Damon,Alapafuja, Shakiru O.,Huestis, Marilyn A.,Makriyannis, Alexandros
, p. 8112 - 8123 (2008/02/08)
The availability of tetrahydrocannabinols (Δ9-THC), tetrahydrocannabivarins (Δ9-THCV), and their metabolites in both their undeuterated and deuterated forms is critical for the analysis of biological and toxicological samples. We report here a concise methodology for the syntheses of (-)-Δ9-THC and (-)-Δ9-THCV metabolites in significantly improved overall yields using commercially available starting materials. Our approach allowed us to obtain the key intermediates (6aR,10aR)-9-nor-9-oxo-hexahydrocannabinols in four steps from (+)-(1R)-nopinone. This was followed by an optimized Shapiro reaction to give the (-)-11-nor-9-carboxy-metabolites, which were converted to their respective (-)-11-hydroxy analogs. The synthetic sequence involves a minimum number of steps, avoids undesirable oxidative conditions, and incorporates the costly deuterated resorcinols near the end of the synthetic sequence. This methodology enabled us to synthesize eight regiospecifically deuterated (-)-Δ9-THC and (-)-Δ9-THCV metabolites in a preparative scale and high optical purity without deuterium scrambling or loss.
