Patent US4215045A successfully refreshed from Google Patents.
US4215045A
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123m Te-Labeled biochemicals and method of preparation
Assignee: United States Department of Energy
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Filing: 1978-06-29
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Granted: 1980-07-29
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Expires: 1998-06-29
Abstract
Abstract A novel class of 123m Te-labeled steroids and amino acids is provided by the method of reacting a 123m Te symmetric diorgano ditelluride with a hydride reducing agent and a source of alkali metal ions to form an alkali metal organo telluride. The alkali metal organo telluride is reacted with a primary halogenated steroidal side chain, amino acid, or amino acid precursor such as hydantoin. The novel compounds are useful as biological tracers and as organal imaging agents.
Inventors
- 👤 Furn F. Knapp, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 17:18
CPC Classifications
C; C07; C07J; C07J51/00; C07C; C07C395/00; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/72; C07D233/76
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
137 words
A process for preparing a 123m Te-labeled organic compound of the formula R- 123m Te-CH 2 -R', R being alkyl, substituted alkyl, aryl or substituted aryl and R' being a steroidal side chain, alkyl amino acid or amino acid group, said process comprising the steps of: (a) reacting a 123m Te-symmetric diorgano ditelluride, R 2 123m Te 2 , R being alkyl, substituted alkyl, aryl or substituted aryl, with a hydride reducing agent and a source of alkali metal ions to form an alkali metal organo telluride M- 123m Te-R; (b) reacting said alkali metal organo telluride with a primary halogenated organic compound R a '--X, R a ' being a 17-alkyl steroid group having 1-4 carbon atoms in said alkyl group, an alkyl amino acid group, or a group hydrolyzable to an alkyl amino acid group.
Claim 2
Dependent Claim
137 words
A process for preparing a 123m Te-labeled organic compound of the formula R- 123m Te-CH 2 -R', R being alkyl, substituted alkyl, aryl or substituted aryl and R' being a steroidal side chain, alkyl amino acid or amino acid group, said process comprising the steps of: (a) reacting a 123m Te-symmetric diorgano ditelluride, R 2 123m Te 2 , R being alkyl, substituted alkyl, aryl or substituted aryl, with a hydride reducing agent and a source of alkali metal ions to form an alkali metal organo telluride M- 123m Te-R; (b) reacting said alkali metal organo telluride with a primary halogenated organic compound R a '--X, R a ' being a 17-alkyl steroid group having 1-4 carbon atoms in said alkyl group, an alkyl amino acid group, or a group hydrolyzable to an alkyl amino acid group.
Claim 3
Dependent Claim
29 words
The process of claim 1 wherein said symmetric diorgano ditelluride is prepared by reacting a dialkali metal ditelluride M 2 123m Te 2 with a halogenated organic compound R--X.
Claim 4
Dependent Claim
30 words
The process of claim 1 wherein said symmetric diorgano ditelluride is a diaryl ditelluride and said diaryl ditelluride is prepared by reacting an aryl magnesium halide, R-Mg-X with 123m Te.
Claim 5
Dependent Claim
12 words
The process of claim 3 wherein said diaryl ditelluride is diphenyl ditelluride.
Claim 6
Dependent Claim
26 words
The process of claim 1 wherein said symmetric diorgano ditelluride is reacted with alkali metal borohydride, MBH 4 , to form said alkali metal organo telluride.
Claim 7
Dependent Claim
14 words
The process of claim 5 wherein said alkali metal borohydride is NaBH 4 .
Claim 8
Dependent Claim
22 words
The process of claim 1 wherein R a ' is a 17-alkyl steroid group having 1-4 carbon atoms in said alkyl group.
Claim 9
Dependent Claim
32 words
The process of claim 1 wherein said primary halogenated organic compound Ra'--X is 3-beta-acetoxy-24-nor-23-bromo-5-alpha-cholane, R is isopropyl and said step (b) is performed under basic conditions to form 123m Te-3-beta-hydroxy-24-nor-23-(isopropyl telluro)-5 alpha-cholane.
Claim 10
Dependent Claim
18 words
The process of claim 1 wherein R a ' is an amino acid or alkyl amino acid group.
Claim 11
Dependent Claim
37 words
The process of claim 1 wherein R a ' is a hydantoin group or a 5-alkyl hydantoin group, and further comprising hydrolyzing the product of step (b) under basic conditions to form a 123m Te-labeled amino acid.
Claim 12
Dependent Claim
30 words
A 123m Te-labeled steroid of the formula R- 123m Te--CH 2 --R' wherein R is an alkyl group having 1-8 carbon atoms and R' is a steroidal side chain group.
Claim 13
Dependent Claim
30 words
A 123m Te-labeled steroid of the formula R- 123m Te--CH 2 --R' wherein R is an alkyl group having 1-8 carbon atoms and R' is a steroidal side chain group.
Claim 14
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 in which R' is ##STR5##
Claim 15
Dependent Claim
19 words
The 123m Te-labeled steroid of claim 12 in which R is isopropyl and having the name 123m Te-3-beta-hydroxy-24-nor-23(isopropyl telluro)-5-alpha-cholane.
Claim 16
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 in which R' is ##STR6##
Claim 17
Dependent Claim
19 words
The 123m Te-labeled steroid of claim 14 in which R is isopropyl and having the name 123m Te-3-beta-hydroxy-24(isopropyl telluro)chol-5-ene.
Claim 18
Dependent Claim
33 words
A 123m Te-labeled amino acid of the formula R--.sup.123m Te--CH.sub.2 --R' wherein R is an alkyl, aryl, substituted alkyl or substituted aryl and R' is an amino acid or alkyl amino acid group.
Claim 19
Dependent Claim
33 words
A 123m Te-labeled amino acid of the formula R--.sup.123m Te--CH.sub.2 --R' wherein R is an alkyl, aryl, substituted alkyl or substituted aryl and R' is an amino acid or alkyl amino acid group.
Claim 20
Dependent Claim
27 words
The 123m Te-labeled amino acid of claim 16 wherein R is phenyl or methyl and R' is CH 2 CR"(NH 2 )COOH, R" being hydrogen, or alkyl.
Claim 21
Dependent Claim
25 words
The 123m Te-labeled amino acid of claim 17 wherein R" is methyl or ethyl and having the name DL-alpha-amino-alpha-methyl-beta(phenyl telluro)proprionic acid or DL-alpha-amino-alpha-ethyl-beta(phenyl telluro)proprionic acid.
Claim 22
Dependent Claim
13 words
The process of claim 1 wherein Ra' is an alpha amino acid group.
Claim 23
Dependent Claim
11 words
The process of claim 10 wherein Ra' is a hydantoin group.
Claim 24
Dependent Claim
25 words
The process of claim 9 wherein said symmetric diorgano ditelluride is a diaryl ditelluride prepared by reacting an aryl magnesium halide R--Mg--X with 123m Te.
Claim 25
Dependent Claim
12 words
The process of claim 21 wherein said diaryl ditelluride is diphenyl ditelluride.
Claim 26
Dependent Claim
17 words
The 123m Te-labeled steroid of claim 11 in which said steroidal side chain has 1-4 carbon atoms.
Claim 27
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 having the name 3-hydroxy-24-nor-23-(isopentyl telluro)-5-cholane.
Claim 28
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 having the name 3-beta-hydroxy-24-nor-23-(isopentyl telluro)-5-alpha-cholane.
Claim 29
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 having the name 3-beta-hydroxy-24-nor-23-(octyl telluro)-cholane.
Claim 30
Dependent Claim
12 words
The 123m Te-labeled steroid of claim 11 having the name 3-beta-methoxy-24-(isopropyl telluro)-chol-5-ene.
Claim 31
Dependent Claim
16 words
The 123m Te-labeled amino acid of claim 16 in which R' is an alpha amino acid.
Claim 32
Dependent Claim
14 words
The 123m Te-labeled amino acid of claim 28 having the name DL-alpha-amino-gamma-(phenyl telluro)butyric acid.
Claim 33
Dependent Claim
14 words
The 123m Te-labeled amino acid of claim 28 having the name DL-alpha-amino-gamma-(methyl telluro)butyric acid.
Claim 34
Dependent Claim
29 words
The process of claim 1 wherein Ra' is a 17-alkyl steroid group wherein the 3-beta position is substituted with hydroxy, methoxy or esters of palmitic, steric, or oleic acid.
References Cited (Backward Citations)
US4041145A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-29 | 1984-01-28 | 1984-07-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-29 | 1988-01-28 | 1988-07-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-29 | 1992-01-28 | 1992-07-29 | $7700.00 | Window Closed / Lapsed |