ES378368A1 - 2-5,-nitro-2,-imidazolyl-benzimidazoles - Google Patents

2-5,-nitro-2,-imidazolyl-benzimidazoles

Info

Publication number
ES378368A1
ES378368A1 ES70378368A ES378368A ES378368A1 ES 378368 A1 ES378368 A1 ES 378368A1 ES 70378368 A ES70378368 A ES 70378368A ES 378368 A ES378368 A ES 378368A ES 378368 A1 ES378368 A1 ES 378368A1
Authority
ES
Spain
Prior art keywords
group
carbon atoms
general formula
optionally
alcohol
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
Application number
ES70378368A
Other languages
Spanish (es)
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.)
Bayer Pharma AG
Original Assignee
Schering 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.)
Filing date
Publication date
Application filed by Schering AG filed Critical Schering AG
Publication of ES378368A1 publication Critical patent/ES378368A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/95—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by nitrogen atoms, attached to other ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/325—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups reduction by other means than indicated in C07C209/34 or C07C209/36
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members

Landscapes

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

Abstract

Procedure for the preparation of 2- (5-nitro-2-imidazolyl) -benzimidazoles of the general formula **(See formula)** in which A means a hydrogen atom, an alcohol group with 1 to 5 carbon atoms, a hydroxyalkyl group with 2 to 5 carbon atoms, which may optionally be esterified, a halogenoalcohyl group with 2 to 5 carbon atoms or a group tosiloxyalcohilo with 2 to 5 carbon atoms in the alcohol radical, a phenyl group, the group Alc- (see formula) in which R3 and R4 are the same or different and can mean a saturated or unsaturated hydrocarbon radical with 1 to 5 carbon atoms or, together with the nitrogen atom, a ring optionally substituted by an alcohol group with 1 to 5 carbon atoms, which may also contain another nitrogen, oxygen or sulfur atom, and Alc is an alcohol group with 2 to 5 carbon atoms, R1 and R2 are the same or different and signify a hydrogen atom, a halogen atom, an alcohol group with 1 to 4 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, a nitro, trifluoromethyl group or the COOH group, and X means a saturated or unsaturated hydrocarbon radical with 1 to 5 carbon atoms, which may optionally be substituted in position 2 by a hydroxy-acyloxy group (with 1 to 5 carbon atoms), or the benzoyl group, as well as optionally its salts with acids or bases, physiologically compatible, characterized in that: a) a diamine of the general formula I is reacted **(See formula)** in which A, R1 and R2 have the meanings indicated above, with an acid of the general formula **(See formula)** in which X has the meanings mentioned above, or an activated derivative of acid, or b) a diamine of the general formula I is reacted with an aldehyde of the general formula **(See formula)** Thereafter, optionally, a free OH group is transformed into the tosylate, chloride or an amino group, and/or an ester group is saponified and/or the eventually resulting bases or acids are transformed into their physiologically compatible salts. (Machine-translation by Google Translate, not legally binding)
ES70378368A 1969-04-19 1970-04-08 2-5,-nitro-2,-imidazolyl-benzimidazoles Expired ES378368A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1920635A DE1920635C3 (en) 1969-04-19 1969-04-19 2- (1-methyl-5-nitro-2-imidazolyl) benzimidazoles

Publications (1)

Publication Number Publication Date
ES378368A1 true ES378368A1 (en) 1972-06-16

Family

ID=5732064

Family Applications (1)

Application Number Title Priority Date Filing Date
ES70378368A Expired ES378368A1 (en) 1969-04-19 1970-04-08 2-5,-nitro-2,-imidazolyl-benzimidazoles

Country Status (15)

Country Link
JP (1) JPS4914231B1 (en)
AT (1) AT294075B (en)
BE (1) BE749102A (en)
CH (2) CH546774A (en)
CS (1) CS167896B2 (en)
DE (1) DE1920635C3 (en)
DK (1) DK137758B (en)
ES (1) ES378368A1 (en)
FI (1) FI52861C (en)
FR (1) FR2042351B1 (en)
GB (1) GB1312056A (en)
NL (1) NL7005703A (en)
NO (1) NO126624B (en)
SE (1) SE364962B (en)
ZA (1) ZA702577B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4053472A (en) * 1969-04-19 1977-10-11 Schering Aktiengesellschaft 2-(5-nitro-2-imidazolyl)-benzimidazoles
IT1043840B (en) * 1971-05-08 1980-02-29 Poli Ind Chimica Spa PYRIMIDINES 2 5 REPLACED AND PROCESS FOR THEIR PREPARATION
US3996238A (en) * 1972-02-08 1976-12-07 Ciba-Geigy Corporation 4- or 5-Nitroimidazoles and processes for their manufacture
BE795636A (en) * 1972-02-19 1973-08-20 Schering Ag NITROIMIDAZOLYLPYRIMIDINES, AND THEIR PREPARATION PROCESS
PT78358B (en) * 1983-04-07 1986-05-30 Smith Kline French Lab Chemical process
ES2172585T3 (en) * 1994-05-31 2002-10-01 Mitsui Chemicals Inc DERIVED FROM BENZOIMIDAZOL.
EP0777656B1 (en) * 1994-08-26 2004-04-14 Auckland Division Cancer Society Of New Zealand (Incorporated) Novel dna-targeted alkylating agents

Also Published As

Publication number Publication date
FR2042351B1 (en) 1973-07-13
CH546768A (en) 1974-03-15
SE364962B (en) 1974-03-11
ZA702577B (en) 1971-01-27
FI52861C (en) 1977-12-12
FR2042351A1 (en) 1971-02-12
GB1312056A (en) 1973-04-04
NO126624B (en) 1973-03-05
FI52861B (en) 1977-08-31
DE1920635B2 (en) 1978-11-02
CS167896B2 (en) 1976-05-28
BE749102A (en) 1970-10-19
DE1920635C3 (en) 1979-06-28
DK137758B (en) 1978-05-01
AT294075B (en) 1971-11-10
JPS4914231B1 (en) 1974-04-05
NL7005703A (en) 1970-10-21
DK137758C (en) 1978-10-09
CH546774A (en) 1974-03-15
DE1920635A1 (en) 1970-10-29

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