GB1037893A - New active substances and their manufacture - Google Patents
New active substances and their manufactureInfo
- Publication number
- GB1037893A GB1037893A GB1213464A GB1213464A GB1037893A GB 1037893 A GB1037893 A GB 1037893A GB 1213464 A GB1213464 A GB 1213464A GB 1213464 A GB1213464 A GB 1213464A GB 1037893 A GB1037893 A GB 1037893A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ferrichrysin
- resulting
- compound
- desferrichrysin
- anhydride
- 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
- 239000013543 active substance Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- PVOAJDXMWUGTAI-UHFFFAOYSA-N N-[3-[5,8-bis[3-[acetyl(hydroxy)amino]propyl]-11,14-bis(hydroxymethyl)-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexazacyclooctadec-2-yl]propyl]-N-hydroxyacetamide Chemical class CC(=O)N(O)CCCC1NC(=O)CNC(=O)C(CO)NC(=O)C(CO)NC(=O)C(CCCN(O)C(C)=O)NC(=O)C(CCCN(O)C(C)=O)NC1=O PVOAJDXMWUGTAI-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 108700001718 ferrichrysin Proteins 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- 239000005725 8-Hydroxyquinoline Substances 0.000 abstract 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 abstract 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 1
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 229910001447 ferric ion Inorganic materials 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 1
- 229960003540 oxyquinoline Drugs 0.000 abstract 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 abstract 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D259/00—Heterocyclic compounds containing rings having more than four nitrogen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/02—Iron compounds
- C07F15/025—Iron compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises derivatives of ferrichrysin of formula <FORM:1037893/C2/1> and of desferrichrysin of formula <FORM:1037893/C2/2> where R1 is hydrogen or an acyl group and R2 is an alkyl group containing 1 to 6 carbon atoms when R1 is a hydrogen atom. The derivatives are prepared either (a) by reacting ferrichrysin with an acylating agent, and, if desire, removing iron from the resulting compound; or (b) by desacetylating desferrichrysin in an acid medium, reacting the resulting cyclic hexapeptide with an acylating agent other than an acetylating agent, selectively splitting off the O-acyl groups, and, if desire, converting the resulting desferri compound to the corresponding iron-containing complex compound by means of ferric ions. In examples ferrichrysin is acylated with acetic anhydride and the resulting O,O1-diacetyl-ferrichrysin is converted to the desferri compound by reaction with 8-hydroxyquinoline; and desferrichrysin is des-acetylated by heating with hydrochloric acid, acylated with propionic anhydride and with bytyric anhydride, and the products reacted with ferric chloride.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1205262 | 1962-10-11 | ||
| CH360363A CH455147A (en) | 1962-10-11 | 1963-03-21 | Process for the preparation of new derivatives of ferrichrysin or desferrichrysin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1037893A true GB1037893A (en) | 1966-08-03 |
Family
ID=25693408
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1213464A Expired GB1037893A (en) | 1962-10-11 | 1964-03-23 | New active substances and their manufacture |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE645504A (en) |
| BR (1) | BR6457764D0 (en) |
| CH (1) | CH455147A (en) |
| DE (1) | DE1493532A1 (en) |
| GB (1) | GB1037893A (en) |
-
1963
- 1963-03-21 CH CH360363A patent/CH455147A/en unknown
-
1964
- 1964-03-14 DE DE19641493532 patent/DE1493532A1/en active Pending
- 1964-03-20 BR BR15776464A patent/BR6457764D0/en unknown
- 1964-03-20 BE BE645504D patent/BE645504A/xx unknown
- 1964-03-23 GB GB1213464A patent/GB1037893A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BR6457764D0 (en) | 1973-07-17 |
| DE1493532A1 (en) | 1969-07-03 |
| BE645504A (en) | 1964-09-21 |
| CH455147A (en) | 1968-04-30 |
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