DE1470048C3 - Nitrofuranderivate, Verfahren zu deren Herstellung und diese enthaltende Mittel - Google Patents

Nitrofuranderivate, Verfahren zu deren Herstellung und diese enthaltende Mittel

Info

Publication number: DE1470048C3
Authority: DE; Germany
Prior art keywords: furyl; nitro; thiadiazole; vinyl; preparation
Prior art date: 1962-10-05
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

Application number

DE19631470048

Other languages

German (de)

English (en)

Other versions

DE1470048B2 (de

DE1470048A1 (de

Inventor

Yoshiko Igarashi

Masao Ikeda

Sumie Matsuda

Koji Miura

Tomiji Oohashi

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

MIURA KOJI KANAZAWA ISHIKAWA (JAPAN)

Original Assignee

MIURA KOJI KANAZAWA ISHIKAWA (JAPAN)

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.)

1962-10-05

Filing date

1963-10-04

Publication date

1974-11-07

1963-10-04 Application filed by MIURA KOJI KANAZAWA ISHIKAWA (JAPAN) filed Critical MIURA KOJI KANAZAWA ISHIKAWA (JAPAN)

1972-05-10 Publication of DE1470048A1 publication Critical patent/DE1470048A1/de

1974-03-21 Publication of DE1470048B2 publication Critical patent/DE1470048B2/de

1974-11-07 Application granted granted Critical

1974-11-07 Publication of DE1470048C3 publication Critical patent/DE1470048C3/de

Status Expired legal-status Critical Current

Links

IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 title claims description 11
229940027988 antiseptic and disinfectant nitrofuran derivative Drugs 0.000 title claims description 9
238000000034 method Methods 0.000 title description 7
238000002360 preparation method Methods 0.000 title description 4
239000000203 mixture Substances 0.000 title 1
229920002554 vinyl polymer Polymers 0.000 description 18
150000001875 compounds Chemical class 0.000 description 15
239000013078 crystal Substances 0.000 description 14
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
239000000126 substance Substances 0.000 description 6
230000003385 bacteriostatic effect Effects 0.000 description 5
229910021578 Iron(III) chloride Inorganic materials 0.000 description 4
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
230000000844 anti-bacterial effect Effects 0.000 description 3
238000003402 intramolecular cyclocondensation reaction Methods 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
241000699666 Mus <mouse, genus> Species 0.000 description 2
241000191940 Staphylococcus Species 0.000 description 2
241000194017 Streptococcus Species 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000012345 acetylating agent Substances 0.000 description 2
125000002252 acyl group Chemical group 0.000 description 2
230000001580 bacterial effect Effects 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
239000000022 bacteriostatic agent Substances 0.000 description 2
239000000969 carrier Substances 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000010790 dilution Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
MFAWSDUTTXHYTR-VOTSOKGWSA-N 5-[(e)-2-phenylethenyl]-1,3,4-thiadiazol-2-amine Chemical compound S1C(N)=NN=C1\C=C\C1=CC=CC=C1 MFAWSDUTTXHYTR-VOTSOKGWSA-N 0.000 description 1
241000193830 Bacillus <bacterium> Species 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
241000588724 Escherichia coli Species 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
241000607768 Shigella Species 0.000 description 1
241000193996 Streptococcus pyogenes Species 0.000 description 1
FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
239000012346 acetyl chloride Substances 0.000 description 1
230000010933 acylation Effects 0.000 description 1
238000005917 acylation reaction Methods 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000003181 co-melting Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000029087 digestion Effects 0.000 description 1
239000003814 drug Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
231100000636 lethal dose Toxicity 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
239000000047 product Substances 0.000 description 1
150000007659 semicarbazones Chemical class 0.000 description 1
238000010183 spectrum analysis Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229940124597 therapeutic agent Drugs 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/70—Nitro radicals
- C07D307/71—Nitro radicals attached in position 5
- C07D307/72—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2
- C07D307/74—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals
- C07D307/76—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals having carbonic acyl radicals or their thio or nitrogen analogues directly attached to the hydrazino or hydrazono radical, e.g. semicarbazides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DE19631470048 1962-10-05 1963-10-04 Nitrofuranderivate, Verfahren zu deren Herstellung und diese enthaltende Mittel Expired DE1470048C3 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP4306462		1962-10-05
JP3050263		1963-06-14

Publications (3)

Publication Number	Publication Date
DE1470048A1 DE1470048A1 (de)	1972-05-10
DE1470048B2 DE1470048B2 (de)	1974-03-21
DE1470048C3 true DE1470048C3 (de)	1974-11-07

Family

ID=26368873

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19631470048 Expired DE1470048C3 (de)	1962-10-05	1963-10-04	Nitrofuranderivate, Verfahren zu deren Herstellung und diese enthaltende Mittel

Country Status (6)

Country	Link
BE (1)	BE638221A (2)
CH (1)	CH440295A (2)
DE (1)	DE1470048C3 (2)
ES (1)	ES292202A1 (2)
FR (1)	FR1604111A (2)
GB (1)	GB1058694A (2)

0
- BE BE638221D patent/BE638221A/xx unknown
1963
- 1963-10-01 GB GB3865363A patent/GB1058694A/en not_active Expired
- 1963-10-04 DE DE19631470048 patent/DE1470048C3/de not_active Expired
- 1963-10-04 FR FR1604111D patent/FR1604111A/fr not_active Expired
- 1963-10-04 ES ES0292202A patent/ES292202A1/es not_active Expired
- 1963-10-04 CH CH1220663A patent/CH440295A/de unknown

Also Published As

Publication number	Publication date
FR1604111A (en)	1971-07-12
DE1470048B2 (de)	1974-03-21
ES292202A1 (es)	1964-01-16
CH440295A (de)	1967-07-31
DE1470048A1 (de)	1972-05-10
BE638221A (2)
GB1058694A (en)	1967-02-15

Legal Events

Date	Code	Title	Description
1974-11-07	C3	Grant after two publication steps (3rd publication)

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DE1201848B (de)	1965-09-30	Verfahren zur Herstellung von 3-[5'-Nitro-furyl-(2')]-5, 6-dihydro-imidazo[2, 1-b]thiazol und dessen Hydrohalogeniden
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