US5036014A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Deuterated cannabinoids as standards for the analysis of tetrahydrocannabinol and its metabolites in biological fluids
Assignee: University of Mississippi
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Filing: 1989-01-31
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Granted: 1991-07-30
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Expires: 2009-01-31
Abstract
Abstract New internal standards for use in gas chromatography/mass spectrometry test methods, comprising deuterated cannabinoids, have been developed for the analysis of tetrahydrocannabinol and its metabolites in biological fluids.
Inventors
- 👤 Mahmoud A. Elsohly
- 👤 Thomas L. Little, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 07:31
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/948; G01N27/00; G01N27/26; G01N27/416; G01N27/447; G01N27/44704; G01N27/44717; G01N27/44721; G01N27/44726; G01N30/00; G01N30/02; G01N30/62; G01N2030/626; G01N30/72; Y; Y10; Y10S; Y10S436/00; Y10S436/815; Y10S436/816; Y10S436/825; Y10S436/901; Y10T; Y10T436/00; Y10T436/10; Y10T436/106664; Y10T436/14; Y10T436/141111; Y10T436/24
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
102 words
Deuterated cannabinoids having the following formula: ##STR2## wherein R=H, alkyl having 1-8 carbon atoms or acyl of the formula R 4 CO wherein R 4 is acyl having 1-8 carbon atoms, the double bond is between the 8 and 9 positions, or between the 9 and 10 positions, and where (1) R 1 =CH 3 and R 2 =R 3 =C 2 H 3 , or (2) R 1 =R 2 =R 3 =C 2 H 3 , or (3) R 1 =CH 2 OH, C 2 H 2 OH or COOH and R 2 =R 3 =C 2 H 3 .
Claim 2
Dependent Claim
102 words
Deuterated cannabinoids having the following formula: ##STR2## wherein R=H, alkyl having 1-8 carbon atoms or acyl of the formula R 4 CO wherein R 4 is acyl having 1-8 carbon atoms, the double bond is between the 8 and 9 positions, or between the 9 and 10 positions, and where (1) R 1 =CH 3 and R 2 =R 3 =C 2 H 3 , or (2) R 1 =R 2 =R 3 =C 2 H 3 , or (3) R 1 =CH 2 OH, C 2 H 2 OH or COOH and R 2 =R 3 =C 2 H 3 .
Claim 3
Dependent Claim
32 words
The compound of claim 1 wherein R=H, R 1 =CH 3 and R 2 =R 3 =C 2 H 3 and there is a double bond between the 8 and 9 positions.
Claim 4
Dependent Claim
32 words
The compound of claim 1 wherein R=H, R 1 =CH 3 and R 2 =R 3 =C 2 H 3 and there is a double bond between the 9 and 10 positions.
Claim 5
Dependent Claim
31 words
The compound of claim 1 wherein R=H, R 1 =COOH and R 2 =R 3 =C 2 H 3 and there is a double bond between the 8 and 9 positions.
Claim 6
Dependent Claim
19 words
The compound of claim 1 wherein R=H and R 1 =R 2 =R 3 =C 2 H 3 .
Claim 7
Dependent Claim
16 words
The compound of claim 5 wherein the double bond is between the 8 and 9 positions.
Claim 8
Dependent Claim
16 words
The compound of claim 5 wherein the double bond is between the 9 and 10 positions.
Claim 9
Dependent Claim
31 words
A composition for internal standards for analysis of cannabinoids-biological fluids consisting essentially of a deuterated cannabinoid compound selected from the deuterated cannabinoids of claim 1 in a chemically- or pharmaceutically-acceptable vehicle.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-07-29 | 1995-01-28 | 1995-07-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-07-29 | 1999-01-28 | 1999-07-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-07-29 | 2003-01-28 | 2003-07-30 | $7700.00 | Window Closed / Lapsed |