GB933715A - Substituted phenylalanines and manufacture thereof - Google Patents
Substituted phenylalanines and manufacture thereofInfo
- Publication number
- GB933715A GB933715A GB3585159A GB3585159A GB933715A GB 933715 A GB933715 A GB 933715A GB 3585159 A GB3585159 A GB 3585159A GB 3585159 A GB3585159 A GB 3585159A GB 933715 A GB933715 A GB 933715A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydrogen
- alkali metal
- metal ion
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 235000008729 phenylalanine Nutrition 0.000 title 1
- 150000002994 phenylalanines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 230000006340 racemization Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Life Sciences & Earth Sciences (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0933715/IV(a)/1> (wherein R represents hydrogen, an alkali metal ion or a C1-4 alkyl group, X represents a formyl or acetyl group, and Y is a radical found in attachment to the a -carbon atom of a known naturally occurring a -amino acid containing only one amino group and carbon, hydrogen and oxygen as the only other elements), and the preparation thereof by reacting a compound of the formula <FORM:0933715/IV(a)/2> with a mixed anhydride derived from an acid <FORM:0933715/IV(a)/3> and a C1-4 alkyl ester of chloroformic acid, or with an azide <FORM:0933715/IV(a)/4> Partial racemization occurs with the first method, giving a mixture of diastereoisomers (also comprised by the invention), but not with the second method. When R in the final product is to be hydrogen it should be an alkali metal ion in the starting material, the acid being liberated from the resulting salt. Pharmaceutical preparations comprise the foregoing compounds and a pharmaceutically acceptable carrier. Specification 750,155 is referred to.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3585159A GB933715A (en) | 1959-10-22 | 1959-10-22 | Substituted phenylalanines and manufacture thereof |
CH1184360A CH396933A (en) | 1959-10-22 | 1960-10-22 | Process for the preparation of therapeutically active derivatives of p-di- (2-chloroetyl) -aminophenylalanine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3585159A GB933715A (en) | 1959-10-22 | 1959-10-22 | Substituted phenylalanines and manufacture thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB933715A true GB933715A (en) | 1963-08-14 |
Family
ID=10382222
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3585159A Expired GB933715A (en) | 1959-10-22 | 1959-10-22 | Substituted phenylalanines and manufacture thereof |
Country Status (2)
Country | Link |
---|---|
CH (1) | CH396933A (en) |
GB (1) | GB933715A (en) |
-
1959
- 1959-10-22 GB GB3585159A patent/GB933715A/en not_active Expired
-
1960
- 1960-10-22 CH CH1184360A patent/CH396933A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH396933A (en) | 1965-08-15 |
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