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    PROCESS FOR PREPARING NORBORNANE DERIVATIVES
    1.
    发明授权
    PROCESS FOR PREPARING NORBORNANE DERIVATIVES 失效

    公开(公告)号：KR790001896B1

    公开(公告)日：1979-12-27

    申请号：KR750000597

    申请日：1975-03-20

    Applicant: HOFFMANN LA ROCHE

    Inventor： BRETSCHNEIDER H ,  BORGULYA J ,  BERMAUER K ,  MONTAVON M

    IPC: C07C87/40

    Abstract: Norbornane derivs. (I; R1,R2 = H, lower alkyl, lower alkenyl ; R3 = H, Me) and their acid addition salts were prepd., used as anticataleptics, e.g. in the treatment of parkinsonism, and useful as antidepressants and virucides. Thus, the protecting groups of compds. II or their salts, were isolated by solvolysis or reduction, and followed by loweralkylation or alkenylation to give I.

    5.
    发明专利
    未知

    公开(公告)号：NO134208B

    公开(公告)日：1976-05-24

    申请号：NO273971

    申请日：1971-07-16

    Applicant: HOFFMANN LA ROCHE

    Inventor： BERNAUER K ,  BORGULYA J ,  BOEHNI E

    IPC: C07C211/00 ,  C07C35/29 ,  C07C49/433 ,  C07C49/657 ,  C07C225/30 ,  C07C97/22

    Abstract: 1314118 2 - Aminonaphthaquinone derivatives F HOFFMANN-LA ROCHE & CO AG 16 July 1971 [17 July 1970] 33475/71 Heading C2C Novel compounds of Formula I: wherein R is H, halogen or C 1-4 alkoxy and R 1 is a group of Formula Ib: or Ia: wherein R 2 is H, C 1-7 alkyl, phenyl optionally substituted by halogen, nitro, amino or hydroxy or is phenyl-(C 1-4 )-alkyl or a salt thereof, are prepared either by oxidation of a compound of Formula IV: or by reaction of a compound of Formula II: wherein R 3 is acyloxy, alkoxy, aryloxy, aralkoxy, arylthio, aralkylthio, hydroxy or halogen with an amine R 1 -NH 2 , and optionally converting a compound wherein R is H or halogen other than chlorine into a compound where R is chlorine or any compound into an acid addition salt. 2 - (2 - Endo - bornylamino) - 3 - chloro - 1,4- dihydroxy-naphthalene is prepared by reduction of the corresponding naphthaquinone. Amines of formula R 1 -NH 2 are prepared either by reduction of the corresponding oxime R 1 =NOH optionally with separation of stereoisomers by crystallization of the acetates or by hydrolysis of the N-acetylamino compound and where R 2 is nitro-phenyl, by nitration of the compound where R 2 is phenyl prior to hydrolysis. The N-acetyl compounds R 1 -NACOCH 3 are prepared by reaction of the appropriate 2-R 2 -2-borneol with acetonitrile. 2-Heptyl-2-borneol is prepared by reduction of 2-heptynyl-2-borneol obtained by reaction of camphor 1-heptyne and ethylmagnesium bromide. N - (4 - Phenethyl - 2 - exobornyl) - acetamide is obtained by reaction of acetonitrile with 2-(1- phenethylidene)-camphane obtained by reaction of 2-phenethylborneol with acetic anhydride. Pharmaceutical compositions in conventional forms for oral, rectal or parenteral administration and having amoebicidal and bacteriostatic activity comprise an above novel compound and a carrier therefor.

    7.
    发明专利
    未知

    公开(公告)号：NO134208C

    公开(公告)日：1976-09-01

    申请号：NO273971

    申请日：1971-07-16

    Applicant: HOFFMANN LA ROCHE

    Inventor： BERNAUER K ,  BORGULYA J ,  BOEHNI E

    IPC: C07C211/00 ,  C07C35/29 ,  C07C49/433 ,  C07C49/657 ,  C07C225/30 ,  C07C97/22

    Abstract: 1314118 2 - Aminonaphthaquinone derivatives F HOFFMANN-LA ROCHE & CO AG 16 July 1971 [17 July 1970] 33475/71 Heading C2C Novel compounds of Formula I: wherein R is H, halogen or C 1-4 alkoxy and R 1 is a group of Formula Ib: or Ia: wherein R 2 is H, C 1-7 alkyl, phenyl optionally substituted by halogen, nitro, amino or hydroxy or is phenyl-(C 1-4 )-alkyl or a salt thereof, are prepared either by oxidation of a compound of Formula IV: or by reaction of a compound of Formula II: wherein R 3 is acyloxy, alkoxy, aryloxy, aralkoxy, arylthio, aralkylthio, hydroxy or halogen with an amine R 1 -NH 2 , and optionally converting a compound wherein R is H or halogen other than chlorine into a compound where R is chlorine or any compound into an acid addition salt. 2 - (2 - Endo - bornylamino) - 3 - chloro - 1,4- dihydroxy-naphthalene is prepared by reduction of the corresponding naphthaquinone. Amines of formula R 1 -NH 2 are prepared either by reduction of the corresponding oxime R 1 =NOH optionally with separation of stereoisomers by crystallization of the acetates or by hydrolysis of the N-acetylamino compound and where R 2 is nitro-phenyl, by nitration of the compound where R 2 is phenyl prior to hydrolysis. The N-acetyl compounds R 1 -NACOCH 3 are prepared by reaction of the appropriate 2-R 2 -2-borneol with acetonitrile. 2-Heptyl-2-borneol is prepared by reduction of 2-heptynyl-2-borneol obtained by reaction of camphor 1-heptyne and ethylmagnesium bromide. N - (4 - Phenethyl - 2 - exobornyl) - acetamide is obtained by reaction of acetonitrile with 2-(1- phenethylidene)-camphane obtained by reaction of 2-phenethylborneol with acetic anhydride. Pharmaceutical compositions in conventional forms for oral, rectal or parenteral administration and having amoebicidal and bacteriostatic activity comprise an above novel compound and a carrier therefor.

    8.
    发明专利
    未知

    公开(公告)号：SE377798B

    公开(公告)日：1975-07-28

    申请号：SE922771

    申请日：1971-07-16

    Applicant: HOFFMANN LA ROCHE

    Inventor： BERNAUER K ,  BORGULYA J ,  BOHNI E

    IPC: C07C211/00 ,  C07C35/29 ,  C07C49/433 ,  C07C49/657 ,  C07C225/30 ,  C07C97/22

    Abstract: 1314118 2 - Aminonaphthaquinone derivatives F HOFFMANN-LA ROCHE & CO AG 16 July 1971 [17 July 1970] 33475/71 Heading C2C Novel compounds of Formula I: wherein R is H, halogen or C 1-4 alkoxy and R 1 is a group of Formula Ib: or Ia: wherein R 2 is H, C 1-7 alkyl, phenyl optionally substituted by halogen, nitro, amino or hydroxy or is phenyl-(C 1-4 )-alkyl or a salt thereof, are prepared either by oxidation of a compound of Formula IV: or by reaction of a compound of Formula II: wherein R 3 is acyloxy, alkoxy, aryloxy, aralkoxy, arylthio, aralkylthio, hydroxy or halogen with an amine R 1 -NH 2 , and optionally converting a compound wherein R is H or halogen other than chlorine into a compound where R is chlorine or any compound into an acid addition salt. 2 - (2 - Endo - bornylamino) - 3 - chloro - 1,4- dihydroxy-naphthalene is prepared by reduction of the corresponding naphthaquinone. Amines of formula R 1 -NH 2 are prepared either by reduction of the corresponding oxime R 1 =NOH optionally with separation of stereoisomers by crystallization of the acetates or by hydrolysis of the N-acetylamino compound and where R 2 is nitro-phenyl, by nitration of the compound where R 2 is phenyl prior to hydrolysis. The N-acetyl compounds R 1 -NACOCH 3 are prepared by reaction of the appropriate 2-R 2 -2-borneol with acetonitrile. 2-Heptyl-2-borneol is prepared by reduction of 2-heptynyl-2-borneol obtained by reaction of camphor 1-heptyne and ethylmagnesium bromide. N - (4 - Phenethyl - 2 - exobornyl) - acetamide is obtained by reaction of acetonitrile with 2-(1- phenethylidene)-camphane obtained by reaction of 2-phenethylborneol with acetic anhydride. Pharmaceutical compositions in conventional forms for oral, rectal or parenteral administration and having amoebicidal and bacteriostatic activity comprise an above novel compound and a carrier therefor.

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