CU21022L - New benzylpyrymidins - Google Patents

New benzylpyrymidins

Info

Publication number
CU21022L
CU21022L CU7434115A CU34115A CU21022L CU 21022 L CU21022 L CU 21022L CU 7434115 A CU7434115 A CU 7434115A CU 34115 A CU34115 A CU 34115A CU 21022 L CU21022 L CU 21022L
Authority
CU
Cuba
Prior art keywords
group
compound
formula
amino
meaning
Prior art date
Application number
CU7434115A
Other languages
English (en)
Other versions
CU34115A (es
Inventor
Ivan Kompis
Gerald Rey-Bellet
Guido Zanetti
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CU21022L publication Critical patent/CU21022L/es
Publication of CU34115A publication Critical patent/CU34115A/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48Two nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48Two nitrogen atoms
    • C07D239/49Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/155Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

nta un grupo -N(NO)R4, con Zn/CH3COOH, o bien i) someter un compuesto de la fórmula I, en donde n sigUn procedimiento para la preparación de derivados de bencil-pirimidina de la fórmula general (I) en la que R1 y R2 representan cada uno, independientemente un grupo de alquilo C1-3´ alcoxilo de C1-3´ alquenilo de C2-3 o alqueniloxilo de C2-3´ Z representa un grupo nitro, amino, pirrolo, pirrolidino, piperidino, -NHR , -NHR5, -N(R4) (R5), -NH4COOR4, -NHCOOR4 , -NHCONHR3 , -NHCSNHR5, -N=N-N8R4)2, -N8NO)4 o -NR·-NH2, R4 representa un grupo de alquilo de C1-3 o alquenilo de C2-3´ R5 representa un grupo de acilo, R3 representa un átomo de hidrógeno o un grupo de alquilo de C1-3 o alquenilo de C2-3´ A representa un átomo de oxígeno enlazado a uno de los átomos de nitrógeno cíclicos y n significa cero o 1, y sus sales, cuyo procedimiento comprende a) hacer reaccionar un compuesto de la fórmula general (IIa) o bién (fórmula IIb) en donde Z representa un grupo nitro, amino, pirrolo, pirrolidino, piperidino, -NHR4, -N(R4)2´ -NHR5, -N(R4) (R5), -NR4COOR4, _NHCOOR4, -NHCONHR3, -NHCSNHR3 o -NR3NH2, el símbolo R6 representa un grupo de alquilo inferior o los dos símbolos R6 juntos representan un grupo de alquileno inferior, y representa un grupo partiente y R1, R2, R3, R4 y R5 tienen el significado indicado en esta reinvidicación 1, con guanidina, o b) hacer reaccionar un compuesto de la fórmula general (III) en la que X representa un átomo de cloro o de bromo o un grupo alquilmercapto, alquilsulfonilo o amino, con la salvedad de que uno de los símbolos X, por lo menos, tenga un significado distinto a un grupo amino, R1 y R2 tienen el significado expuesto en esta reivindicación 1, y Z tiene el significado antes expuesto en esta reivindicación, con amoníaco, o bien c) eliminar reductivamente el substitúyete designado con X1 en un compuesto de la fórmula general (IV) en la que X1 representa un átomo de cloro o de bromo o un grupo hidroxílico, R1, R2 tienen el significado expuesto en esta reivindicación 1 y Z1 tiene el significado antes expuesto en esta reivindicación, o bien d) diazoar un compuesto de la fórmula I, en donde Z representa un grupo amino, y haciendo reaccionar a continuación el producto con azida sódica, con una amina de la fórmula NH(R4)2 o con un sulfito alcalino, o bien e) tratar un compuesto de la fórmula I, en donde Z representa un grupo NHR4, con ácido nítrico, o bien f) convertir el grupo Z2 en un compuesto de la fórmula general (Va) (Vb) 0 bien (Vc) en donde R1 y R2 tienen el significado indicado en esta reivindicación 1, y Z2, que puede ser igual o diferente en las fórmulas Vb y Vc, representa un grupo convertible por reducción o hidrólisis en un grupo amino o un grupo -NHR4, en un grupo amino o un grupo -NHR4, o bien g) alquilar o alquenilar el grupo designado con Z3 en un compuesto de la fórmula general (Ia) en la que Z3 representa un grupo -NHR5 o -NHCOOR4 y R1, R2, R4 y R5 tienen el significado indicado en esta reivindicación 1, o bien h) reducir un compuesto de la fórmula I, en donde Z represenifica cero, a N-oxidación y, si se desea, convertir un compuesto de la fórmula I obtenido en una sal
CU34115A 1973-09-12 1974-09-11 Nuevas bencilpirimidinas CU34115A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1305773A CH591456A5 (es) 1973-09-12 1973-09-12

Publications (2)

Publication Number Publication Date
CU21022L true CU21022L (en) 1981-09-09
CU34115A CU34115A (es) 1983-10-04

Family

ID=4388903

Family Applications (1)

Application Number Title Priority Date Filing Date
CU34115A CU34115A (es) 1973-09-12 1974-09-11 Nuevas bencilpirimidinas

Country Status (28)

Country Link
JP (1) JPS6042238B2 (es)
AR (2) AR207764A1 (es)
AT (1) AT338797B (es)
BE (1) BE819773A (es)
BR (1) BR7407614D0 (es)
CA (1) CA1037476A (es)
CH (1) CH591456A5 (es)
CU (1) CU34115A (es)
DD (2) DD116824A5 (es)
DE (1) DE2443682C2 (es)
DK (1) DK135683B (es)
ES (7) ES429949A1 (es)
FI (1) FI58638C (es)
FR (1) FR2242984B1 (es)
GB (3) GB1484483A (es)
HK (1) HK181A (es)
HU (1) HU170427B (es)
IE (1) IE40523B1 (es)
IL (1) IL45510A (es)
LU (1) LU70878A1 (es)
NL (1) NL155827B (es)
NO (1) NO140858C (es)
PH (1) PH10643A (es)
PL (2) PL99159B1 (es)
SE (1) SE419443B (es)
SU (3) SU577987A3 (es)
YU (3) YU217874A (es)
ZA (1) ZA745317B (es)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4515948A (en) * 1973-09-12 1985-05-07 Hoffmann-La Roche Inc. 2,4-Diamino-5-(4-amino and 4-dimethylamino-3,5-dimethoxy benzyl)pyrimidines
EP0001633A1 (en) * 1977-10-18 1979-05-02 The Wellcome Foundation Limited Processes for preparing tri-heterocyclic substituted methanes and their conversion into further intermediates useful in the preparation of pharmacologically active compounds
CH639273A5 (de) * 1978-09-12 1983-11-15 Hoffmann La Roche Diuretische mittel.
JPS5888368A (ja) * 1981-11-09 1983-05-26 ザ・ウエルカム・フアウンデ−シヨン・リミテツド ベンジルピリミジン誘導体の製造法
DE3250132C2 (de) * 1981-11-09 1997-01-16 Mallinckrodt Veterinary Inc Verfahren zur Herstellung von 2,4-Diamino-5-benzyl-pyrimidinen und neue Zwischenprodukte des Verfahrens
GB2180836A (en) * 1985-09-27 1987-04-08 William James Stephen Barker Sunscreen
CA1300166C (en) * 1987-12-03 1992-05-05 Alfredo Guerrato Process for the preparation of a benzoic acid ester
US4900859A (en) * 1987-12-03 1990-02-13 Hoffman-La Roche Inc. Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1103931B (de) * 1957-02-21 1961-04-06 Wellcome Found Verfahren zur Herstellung von 2, 4-Diamino-5-benzylpyrimidinderivaten
US3485840A (en) * 1964-11-12 1969-12-23 Hoffmann La Roche 2,4-diamino - 5 - (2',4',5'-substituted benzyl) pyrimidines,intermediates and processes

Also Published As

Publication number Publication date
NL7411685A (nl) 1975-03-14
AR211387Q (es) 1977-12-15
DK135683B (da) 1977-06-06
JPS6042238B2 (ja) 1985-09-20
HK181A (en) 1981-01-16
FR2242984A1 (es) 1975-04-04
BR7407614D0 (pt) 1975-07-08
CU34115A (es) 1983-10-04
AU7263174A (en) 1976-02-26
JPS5053385A (es) 1975-05-12
YU301680A (en) 1983-04-27
FI58638B (fi) 1980-11-28
SE419443B (sv) 1981-08-03
GB1484481A (en) 1977-09-01
IL45510A0 (en) 1974-11-29
NO140858B (no) 1979-08-20
NO140858C (no) 1979-11-28
BE819773A (fr) 1975-03-11
DD122785A5 (es) 1976-11-05
ES437008A1 (es) 1977-04-01
CH591456A5 (es) 1977-09-15
DK135683C (es) 1977-11-14
DD116824A5 (es) 1975-12-12
SE7411382L (es) 1975-03-13
YU37153B (en) 1984-08-31
PH10643A (en) 1977-07-22
CA1037476A (en) 1978-08-29
LU70878A1 (es) 1976-08-19
GB1484483A (en) 1977-09-01
SU571189A3 (ru) 1977-08-30
DE2443682C2 (de) 1983-11-10
YU217874A (en) 1982-06-18
NO743271L (es) 1975-04-07
ES437013A1 (es) 1977-04-01
ES437012A1 (es) 1977-04-01
IE40523B1 (en) 1979-06-20
YU37154B (en) 1984-08-31
SU609465A3 (ru) 1978-05-30
ES437007A1 (es) 1977-04-01
PL99159B1 (pl) 1978-06-30
NL155827B (nl) 1978-02-15
AT338797B (de) 1977-09-12
YU301580A (en) 1983-04-27
PL97757B1 (pl) 1978-03-30
IE40523L (en) 1975-03-12
GB1484482A (en) 1977-09-01
DE2443682A1 (de) 1975-03-20
FR2242984B1 (es) 1977-11-04
FI256174A7 (es) 1975-03-13
ES437011A1 (es) 1977-04-01
ATA735174A (de) 1977-01-15
ZA745317B (en) 1975-11-26
AR207764A1 (es) 1976-10-29
DK468374A (es) 1975-05-12
IL45510A (en) 1978-08-31
ES437009A1 (es) 1977-04-01
SU577987A3 (ru) 1977-10-25
HU170427B (es) 1977-06-28
ES429949A1 (es) 1976-10-01
FI58638C (fi) 1981-03-10

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