CH615459A5 - Process for the preparation of a metabolite - Google Patents

Process for the preparation of a metabolite Download PDF

Info

Publication number: CH615459A5
Authority: CH; Switzerland
Prior art keywords: metabolite; medium; salt; acid; acetone
Prior art date: 1975-03-11

Application number

CH305675A

Other languages

German (de)

English (en)

Inventor

Max Kuhn

Hamilton D Dr King

Original Assignee

Sandoz Ag

Priority date (The priority date 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 date listed.)

1975-03-11

Filing date

1975-03-11

Publication date

1980-01-31

1975-03-11 Application filed by Sandoz Ag filed Critical Sandoz Ag

1975-03-11 Priority to CH305675A priority Critical patent/CH615459A5/de

1976-03-01 Priority to DE19762608337 priority patent/DE2608337A1/de

1976-03-08 Priority to NL7602396A priority patent/NL7602396A/xx

1976-03-09 Priority to BE164985A priority patent/BE839355A/fr

1976-03-09 Priority to GB9314/76A priority patent/GB1541485A/en

1976-03-10 Priority to JP51025199A priority patent/JPS51112593A/ja

1976-03-10 Priority to FR7606825A priority patent/FR2303539A1/fr

1980-01-31 Publication of CH615459A5 publication Critical patent/CH615459A5/de

Links

239000002207 metabolite Substances 0.000 title description 27
238000000034 method Methods 0.000 title description 10
238000002360 preparation method Methods 0.000 title description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 24
239000002609 medium Substances 0.000 description 24
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
239000002253 acid Substances 0.000 description 20
235000002639 sodium chloride Nutrition 0.000 description 18
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 16
150000003839 salts Chemical class 0.000 description 16
239000000203 mixture Substances 0.000 description 15
RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 14
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
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229920001817 Agar Polymers 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000008272 agar Substances 0.000 description 9
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239000012074 organic phase Substances 0.000 description 8
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
239000000706 filtrate Substances 0.000 description 7
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PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
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IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 2
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ZITSQIZMRMDQLE-SJSJOXFOSA-N (2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid Chemical compound CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)[C@@H](O2)[C@@H](C)C(O)=O)O[C@]2(O[C@@](C)(C[C@H]2C)[C@H]2CC[C@](C)(O2)[C@@H]2O[C@H](C[C@@H]2C)[C@H]2O[C@](C)(O)[C@H](C)C[C@@H]2C)[C@@H]1C ZITSQIZMRMDQLE-SJSJOXFOSA-N 0.000 description 1
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CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
229960000367 inositol Drugs 0.000 description 1
JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 1
229940029339 inulin Drugs 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000002555 ionophore Substances 0.000 description 1
230000000236 ionophoric effect Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
239000000401 methanolic extract Substances 0.000 description 1
XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
DANUORFCFTYTSZ-BIBFWWMMSA-N nigericin Chemical compound C([C@@H]1C[C@H]([C@H]([C@]2([C@@H](C[C@](C)(O2)C2O[C@@](C)(CC2)C2[C@H](CC(O2)[C@@H]2[C@H](C[C@@H](C)[C@](O)(CO)O2)C)C)C)O1)C)OC)[C@H]1CC[C@H](C)C([C@@H](C)C(O)=O)O1 DANUORFCFTYTSZ-BIBFWWMMSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
210000003250 oocyst Anatomy 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
230000001766 physiological effect Effects 0.000 description 1
244000144977 poultry Species 0.000 description 1
235000013594 poultry meat Nutrition 0.000 description 1
239000013587 production medium Substances 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
238000012827 research and development Methods 0.000 description 1
NGFMICBWJRZIBI-UJPOAAIJSA-N salicin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC=C1CO NGFMICBWJRZIBI-UJPOAAIJSA-N 0.000 description 1
229940120668 salicin Drugs 0.000 description 1
CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
238000000926 separation method Methods 0.000 description 1
201000010153 skin papilloma Diseases 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
239000002966 varnish Substances 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
239000001052 yellow pigment Substances 0.000 description 1

Classifications

- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/16—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
- C12P17/162—Heterorings having oxygen atoms as the only ring heteroatoms, e.g. Lasalocid
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/195—Antibiotics

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Zoology (AREA)
Engineering & Computer Science (AREA)
Organic Chemistry (AREA)
Wood Science & Technology (AREA)
Polymers & Plastics (AREA)
Microbiology (AREA)
Biochemistry (AREA)
General Chemical & Material Sciences (AREA)
Biotechnology (AREA)
Food Science & Technology (AREA)
Animal Husbandry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
General Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Fodder In General (AREA)
Micro-Organisms Or Cultivation Processes Thereof (AREA)

CH305675A 1975-03-11 1975-03-11 Process for the preparation of a metabolite CH615459A5 (en)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
CH305675A CH615459A5 (en)	1975-03-11	1975-03-11	Process for the preparation of a metabolite
DE19762608337 DE2608337A1 (de)	1975-03-11	1976-03-01	Neue organische verbindung, ihre herstellung und verwendung
NL7602396A NL7602396A (nl)	1975-03-11	1976-03-08	Werkwijzen voor het bereiden en toepassen van een organische verbinding.
BE164985A BE839355A (fr)	1975-03-11	1976-03-09	Nouveau metabolite, sa preparation et son application comme medicament a usage veterinaire et comme additif alimentaire
GB9314/76A GB1541485A (en)	1975-03-11	1976-03-09	Cyclic ether
JP51025199A JPS51112593A (en)	1975-03-11	1976-03-10	Improvement concerning about organic compound
FR7606825A FR2303539A1 (fr)	1975-03-11	1976-03-10	Nouveau metabolite, sa preparation et son application comme medicament a usage veterinaire et comme additif alimentaire

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH305675A CH615459A5 (en)	1975-03-11	1975-03-11	Process for the preparation of a metabolite

Publications (1)

Publication Number	Publication Date
CH615459A5 true CH615459A5 (en)	1980-01-31

Family

ID=4247620

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH305675A CH615459A5 (en)	1975-03-11	1975-03-11	Process for the preparation of a metabolite

Country Status (7)

Country	Link
JP (1)	JPS51112593A (fr)
BE (1)	BE839355A (fr)
CH (1)	CH615459A5 (fr)
DE (1)	DE2608337A1 (fr)
FR (1)	FR2303539A1 (fr)
GB (1)	GB1541485A (fr)
NL (1)	NL7602396A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4148882A (en) *	1977-06-24	1979-04-10	Pfizer Inc.	Polycyclic ether antibiotics produced by new species of actinomycete
US4150152A (en) *	1977-10-26	1979-04-17	Pfizer Inc.	Polycyclic ether antibiotic produced by a strain of streptomyces hygroscopicus

1975
- 1975-03-11 CH CH305675A patent/CH615459A5/de not_active IP Right Cessation
1976
- 1976-03-01 DE DE19762608337 patent/DE2608337A1/de not_active Withdrawn
- 1976-03-08 NL NL7602396A patent/NL7602396A/xx not_active Application Discontinuation
- 1976-03-09 BE BE164985A patent/BE839355A/fr unknown
- 1976-03-09 GB GB9314/76A patent/GB1541485A/en not_active Expired
- 1976-03-10 JP JP51025199A patent/JPS51112593A/ja active Pending
- 1976-03-10 FR FR7606825A patent/FR2303539A1/fr not_active Withdrawn

Also Published As

Publication number	Publication date
BE839355A (fr)	1976-09-09
DE2608337A1 (de)	1976-09-30
GB1541485A (en)	1979-03-07
JPS51112593A (en)	1976-10-05
NL7602396A (nl)	1976-09-14
FR2303539A1 (fr)	1976-10-08

Legal Events

Date	Code	Title	Description
1981-11-30	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2347682C2 (de)	1984-08-02	Rapamycin, Verfahren zu seiner Herstellung und pharmazeutisches Mittel
CH638194A5 (de)	1983-09-15	Esterastin, eine neue physiologisch wirksame substanz und deren herstellung.
DE3887820T2 (de)	1994-05-19	Antibiotika, Benanomicine A und B und Dexylosylbenanomicin B, ihre Herstellung und Verwendung.
DE2167325C2 (de)	1984-05-24	Antibiotikum A-201B und Verfahren zu seiner Herstellung
DD139520A5 (de)	1980-01-09	Verfahren zur herstellung eines deoxynarasinkomplexes
CH634853A5 (de)	1983-02-28	Schwefelhaltige metabolite, ihre herstellung und verwendung in arznei- und futtermitteln.
DE2004686A1 (de)	1970-09-03	Antibiotica und Verfahren zu ihrer Herstellung
CH615459A5 (en)	1980-01-31	Process for the preparation of a metabolite
DE2839668A1 (de)	1979-03-22	Als antibiotika wirksame saframycine a, b, c, d und e und verfahren zu ihrer herstellung
CH646712A5 (de)	1984-12-14	Istamycine und deren herstellung.
DE2725163C2 (fr)	1990-04-05
DE2209018C2 (de)	1982-12-23	Glycopeptid-Antibioticum-A-4696-Hydrochlorid und dieses enthaltendes Tierfuttermittel
DE2404958C2 (de)	1985-04-18	Metabolit A-27106 und Verfahren zu seiner Herstellung
DE1617382A1 (de)	1971-04-01	Neues Antibiotikum A 28 829
CH621687A5 (en)	1981-02-27	Process for producing the novel antibiotic A-28086 complex and its use for increasing the feed intake of ruminants
AT216143B (de)	1961-07-10	Verfahren zur Herstellung eines neuen Antibiotikums
DE2638400A1 (de)	1977-03-10	Neue organische verbindung, ihre herstellung und verwendung
DE1492035C3 (de)	1976-02-05	Josamycin und dessen pharmakologisch verträgliche Säureadditionssalze und Verfahren zur Herstellung dieses Antibiotikums
DE941013C (de)	1956-03-29	Verfahren zur Herstellung von Erythromycin B
CH579147A5 (en)	1976-08-31	Antiparasitic streptomyces hygroscopicus metabolite - i.e. septamycine, as antibacterials, antiprotozoals, anthelminthics and coccidiostats
DE966635C (de)	1957-08-29	Herstellung und Gewinnung des Antibiotikums Carbomycin
AT220290B (de)	1962-03-12	Verfahren zur Herstellung eines neuen Antibiotikums
DE2825618A1 (de)	1979-01-11	Neue antibiotika, ihre herstellung und verwendung
DE2944143C2 (de)	1982-11-18	Antibiotikum SF-2052, Verfahren zu dessen Herstellung und das Antibiotikum SF-2052 enthaltende antibakterielle Mittel
DE2028986C3 (de)	1973-11-22	Selenomycm