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US4450149A
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Radiohalogenation method
Assignee: Research Corp
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Filing: 1981-06-15
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Granted: 1984-05-22
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Expires: 2001-06-15
Abstract
Abstract Organoborane compounds are halogenated by reacting an organoborane with iodinemonochloride, brominemono-chloride or a halide salt in the presence of a mild oxidizing agent.
Inventors
- 👤 George W. Kabalka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 08:45
CPC Classifications
C; C07; C07J; C07J1/00; C07J1/0051; C07J1/0081; A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0493; C07B; C07B39/00; C07C; C07C17/00; C07C17/093; C07C17/16; C07C321/00; C07C51/00; C07C51/347; C07C51/363; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/52; C07F; C07F5/00; C07F5/02; C07F5/025; C07F5/027; C07J1/0066; C07J1/007; A61K2123/00
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
29 words
A method of radiohalogenating an organic compound, comprising: reacting a radiohalide salt with an organoborane compound derived from said organic compound in the presence of a mild oxidizing agent.
Claim 2
Independent Claim
29 words
A method of radiohalogenating an organic compound, comprising: reacting a radiohalide salt with an organoborane compound derived from said organic compound in the presence of a mild oxidizing agent.
Claim 3
Independent Claim
29 words
A method of halogenating an organic compound, comprising: reacting a halide salt with an organoborane compound derived from said organic compound in the presence of a mild oxidizing agent.
Claim 4
Independent Claim
29 words
A method of halogenating an organic compound, comprising: reacting a halide salt with an organoborane compound derived from said organic compound in the presence of a mild oxidizing agent.
Claim 5
Dependent Claim
24 words
The method of claim 1 or 2, wherein said mild oxidizing agent is selected from the group consisting of chlorine, nitrite ion and N-chloro-p-toluenesulfonamide.
Claim 6
Dependent Claim
36 words
The method of claim 1, wherein said radiohalide salt is a salt formed with a component selected from the group consisting of an alkaline earth metal, alkali metal or ammonium iodide-125, iodide-123, bromide-75, and bromide-77 salt.
Claim 7
Dependent Claim
49 words
The method of claim 1, wherein said organoborane is the borane addition product of said organic compound which is selected from the group consisting of an ω-unsaturated fatty acid, thyroxine, triiodothyronine, α,-fetoprotein, an unsaturated steroidal compound, an unsaturated alcohol, an unsaturated amine, an unsaturated sugar and an unsaturated prostaglandin.
Claim 8
Dependent Claim
21 words
The method of claim 1 or 2, wherein said reaction is conducted at a temperature of -100° C. to 25° C.
Claim 9
Dependent Claim
32 words
The method of claim 1 and 2, wherein said reaction is conducted in the presence of a solvent selected from the group consisting of water, an aliphatic alcohol, dimethylformamide, tetrahydrofuran and dioxane.
Claim 10
Dependent Claim
21 words
The method of claim 1 or 2, wherein said reaction is conducted in water at a pH of 1 to 13.
Claim 11
Dependent Claim
33 words
The method of claim 2, wherein said halide salt is a salt of a component selected from the group consisting of nonradioactive alkaline earth metal, alkali metal or ammonium iodide and bromide salt.
Claim 12
Dependent Claim
26 words
The method of claim 2, wherein said organoborane is the borane addition compound of said organic compound which contains an olefinic group or a triple bond.
Claim 13
Independent Claim
20 words
A method of radiohalogenating an organic compound, comprising: reacting radioiodinomonochloride or radiobrominemonochloride with an organoborane derived from said organic compound.
Claim 14
Independent Claim
20 words
A method of radiohalogenating an organic compound, comprising: reacting radioiodinomonochloride or radiobrominemonochloride with an organoborane derived from said organic compound.
Claim 15
Independent Claim
20 words
A method of halogenating an organic compound, comprising: reacting iodinemonochloride or brominemonochloride with an organoborane derived from said organic compound.
Claim 16
Independent Claim
20 words
A method of halogenating an organic compound, comprising: reacting iodinemonochloride or brominemonochloride with an organoborane derived from said organic compound.
Claim 17
Dependent Claim
21 words
The method of claim 11 or 12, wherein said reaction is conducted at a temperature of -100° C. to 25° C.
Claim 18
Dependent Claim
21 words
The method of claim 11 or 12, wherein said radiohalogenmonochloride reactant is 123 ICl, 125 ICL, 75 BrCl or 77 BrCl.
Claim 19
Dependent Claim
50 words
The method of claim 11, wherein said organoborane is the borane addition product of said organic compound which is selected from the group consisting of an ωunsaturated fatty acid, thyroxine, triiodothyronine, α-feto- protein, an unsaturated steroidal compound, an unsaturated alcohol, an unsaturated amine, an unsaturated sugar and an unsaturated prostaglandin.
Claim 20
Dependent Claim
22 words
The method of claim 11 or 12, wherein said reaction is conducted in water at a pH of 1 to 13 .
Claim 21
Dependent Claim
32 words
The method of claim 11 or 12, wherein said reaction is conducted in the presence of a solvent selected from the group consisting of water, an aliphatic alcohol, dimethylformamide, tetrahydrofuran and dioxane.
Claim 22
Dependent Claim
22 words
A radiopharmaceutical of the formula: ##STR50## wherein X* is iodine-125, or bromine-75 and R and R' independently are hydrogen, methyl or ethyl.
Claim 23
Dependent Claim
22 words
A radiopharmaceutical of the formula: ##STR50## wherein X* is iodine-125, or bromine-75 and R and R' independently are hydrogen, methyl or ethyl.
Claim 24
Dependent Claim
16 words
The compound of claim 18, wherein R is methyl, R' is hydrogen and X* is iodine-125.
Claim 25
Dependent Claim
16 words
The compound of claim 18, wherein R and R' are hydrogen and X* is iodine -125.
Claim 26
Dependent Claim
23 words
No-carrier-added radiotherapeutic compounds wherein the radionuclide of said radiotherapeutic compounds is selected from the group consisting of iodine-123 , iodine-125, bromine-75 and bromine-77.
Claim 27
Dependent Claim
23 words
No-carrier-added radiotherapeutic compounds wherein the radionuclide of said radiotherapeutic compounds is selected from the group consisting of iodine-123 , iodine-125, bromine-75 and bromine-77.
Claim 28
Dependent Claim
19 words
No-carrier added radiodiagnostic compounds wherein the radionuclide is selected form the group consisting of iodine-123, iodine-125, bromine-77 and bromine-75.
Claim 29
Dependent Claim
19 words
No-carrier added radiodiagnostic compounds wherein the radionuclide is selected form the group consisting of iodine-123, iodine-125, bromine-77 and bromine-75.
Claim 30
Dependent Claim
47 words
The compound of claim 22, wherein said no-carrier added radiotherapeutic compound is selected from the group consisting of an ω-iodofatty acid, a radioiodide or radiobromide substituted steroidal compound, a radioiodide or radiobromide substituted amine, a radioiodide or radiobromide substituted sugar and a radioiodide or radiobromide substituted alcohol.
Claim 31
Dependent Claim
18 words
The compound of claim 23, wherein said no-carrier added radiotherapeutic compound is a radioiodide or radiobromide substituted prostaglandin.
Claim 32
Dependent Claim
18 words
A radiopharmaceutical of the formula: ##STR51## wherein X* is a radiohalogen atom and R is hydrogen or alkyl.
Claim 33
Dependent Claim
18 words
A radiopharmaceutical of the formula: ##STR51## wherein X* is a radiohalogen atom and R is hydrogen or alkyl.
Claim 34
Dependent Claim
9 words
The compound of claim 25, wherein R is methyl.
Claim 35
Dependent Claim
16 words
The compound of claim 25, wherein said radiohalogn atom is iodine-125, iodine-123, iodine-121, bromine-77, or bromine-75.
Claim 36
Dependent Claim
22 words
A method of claim 6 wherein said reaction is conducted at a temperature of from about -78° C. to about 25° C.
Claim 37
Dependent Claim
22 words
A method of claim 13 wherein said reaction is conducted at a temperature of from about -78° C. to about 25° C.
References Cited (Backward Citations)
US4184037A
Cited
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