公开(公告)号：US3833563A

公开(公告)日：1974-09-03

申请号：US29452772

申请日：1972-10-03

申请人： SCHERING AG

发明人： PREZEWOWSKY K ,  HOFMEISTER H ,  LAURENT H ,  WIECHERT R ,  KOLB K ,  GERHARDS E ,  MENGEL K

IPC分类号： A61K31/573 ,  C07J5/00 ,  C07C173/00

CPC分类号： A61K31/573 ,  C07J5/00

摘要： CH=),8-X-PERHYDROBENZ(E)INDENE

PREGNANOIC ACID DERIVATIVES OF THE FORMULA

2-R1,3-(R3O-CO-CH(-OR2)-),3A,6-DI(H3C-),5-Z,6,7-(-B-A-CO-
WHEREIN THE GROUP OR2 IS IN THE AF- OR BF-POSITION; X IS HYDROGEN, HALOGEN OR METHYL; Y IS HYDROGEN OR HALOGEN; Z IS HYDROXY OR HALOGEN HAVING AN ATOMIC WEIGHT NO GREATER THAN Y; R1 IS HYDROGEN OR METHYL; R2 IS HYDROGEN OR ACYL AND R3 IS HYDROGEN, ALKALI METAL OR SATURATED OR UNSATURATED UNSUBSTITUTED OR SUBSTITUTED HYDROCARBON OF 1-18 CARBON ATOMS, OR COLLECTIVELY R2 AND R3 ARE DIALKYLMETHYLENE OR CYCLOALKYLIDENE; AND AT LEAST ONE OF X, Y AND R1 ARE OTHER THAN HYDROGEN; AND -A-B- IS

-CH2-CH2-, -CH=CH- OR -CCL=CH;

POSSESS PRONOUNCED TOPICAL ANTI-INFLAMMATORY ACTIVITY AS WELL AS BEING INTERMEDIATES FOR THE PRODUCTION OF THE CORRESPONDING 20-KETO STEROIDS.

公开(公告)号：US3813418A

公开(公告)日：1974-05-28

申请号：US27107672

申请日：1972-07-12

申请人： SCHERING AG

发明人： HOFMEISTER H ,  WIECHERT R ,  LAURENT H ,  PREZEWOWSKY K

IPC分类号： C07J1/00 ,  C07J7/00 ,  C07C169/20 ,  C07C169/32

CPC分类号： C07J1/00 ,  C07J1/007 ,  C07J1/0096 ,  C07J7/00

摘要： A-RING AROMATIC STEROIDS HAVING ESTROGENIC ACTIVITY OF THE GENERAL FORMULA

3-(R7-O-),13-R1,17-(R2=)GONA-1,3,5(10)-TRIEN-6-ONE

WHEREIN R1 IS ALKYL OF 1-3 CARBON ATOMS; R2 IS =O,

(R3-O-),(R4-)

IN WHICH R3 IS HYDROGEN OR ACYL OF UP TO 6 CARBON ATOMS AND R4 IS HYDROGEN OR SATURATED OR UNSATURATED ALKYL OF UP TO 4 CARBON ATOMS, OR

(R5-CH2-CO-),(R6-)

IN WHICH R5 AND R6 ARE HYDROGEN, HYDROXY OR ACYLOXY, AND R7 IS HYDROGEN, ALKYL OF UP TO 4 CARBON ATOMS OR ACYL, ARE PREPARED BY REACTING A 3-KETONE-$4-STEROID OF THE GENERAL FORMULA

13-R1,17-(R2=)GON-4-EN-3-ONE

WHEREIN R1 AND R2 HAVE THE VALUES GIVEN ABOVE, WITH A BASIC REAGENT IN A HIGH-BOILING POLAR SOLVENT IN THE PRESENCE OF OXYGEN AT TEMPERATURES OF 70-150* C.; AND OPTIONALLY THEREAFTER ESTERIFYING OR ETHERIFYING ANY FREE HYDROXY GROUPS PRESENT IN THE PRODUCT IN A CONVENTIONAL MANNER.

公开(公告)号：US3842105A

公开(公告)日：1974-10-15

申请号：US33106073

申请日：1973-02-09

申请人： SCHERING AG

发明人： PREZEWOWSKY K ,  WIECHERT R ,  HOFMEISTER H ,  LAURENT H

IPC分类号： C07J13/00 ,  C07C20060101 ,  C07J5/00 ,  C07J7/00 ,  C07C169/20 ,  C07C169/32

CPC分类号： C07J5/00

摘要： R1,R3 AND Y HAVE THE SAME ABOVE-INDICATED MEANINGS AND R2. STANDS FOR HYDROGEN OR LOWER ALKYL IN A POLAR ORGANIC SOLVENT, IN THE PRESENCE OF AN ALKALI OR ALKALINE EARTH SALT OF A LOWER ALKANOIC ACID OF 1-5 CARBON ATOMS, OF A CARBONIC ACID, OF OF AN AROMATIC CARBOXYLIC ACID TO FORM SAID 21-ACYLOXY-STEROID.

C1--C2, C5---C7,

IS A DOUBLE BOND, R2 IS H OR LOWER ALKYL, R3 IS LOWER ALKANOYL IS OF 1-5 CARBON ATOMS AND Y IS HYDROGEN OR FLUORINE, WHICH COMPRISES HEATING AT A TEMPERATURE FROM ABOUT 80*C. TO THE BOILING POINT OF THE REACTION SOLVENT A NON-ESTERIFIED 11B, 17, 21 - TRIHYDROXY-2-KETO-PREGNANE OF THE FORMULA 3,21-DI(O=),6-R1,9-Y,11-(HO-),16-R2,20-(R3-O-)PREGNA-1,4,6,16-TETRAENE PREGNA-1,4,6,17(20)-TETRAENE WHEREIN

C6-----7

IS A SINGLE BOND, OR FLUORINE, CHLORINE, BROMINE OR METHYL WHEN

C6-----7

EACH REPRESENT A SATURATED OR UNSATURATED CARBON-TO-CARBON BOND, R1 IS H OR METHYL IN THE A- OR B-POSITION WHEN

C1-------C2 AND C6 -------C7

1. A PROCESS FOR THE PRODUCTION OF $4.16-11B-HYDROXY3,20-DIKETO-21-ACYLOXY STEROIDS OF THE FORMULA 3,20-DI(O=),6-R1,9-Y,11-(HO-),16-R2,21-(R3-O-)-18-NORWHEREIN

公开(公告)号：US3839369A

公开(公告)日：1974-10-01

申请号：US37982273

申请日：1973-07-16

申请人： SCHERING AG

发明人： HOFMEISTER H ,  LAURENT H ,  PREZEWOWSKY K ,  WIECHERT R

IPC分类号： C07J13/00 ,  C07J41/00 ,  C07C169/34

CPC分类号： C07J13/005 ,  C07J41/005

摘要： 1. A PROCESS FOR THE PRODUCTION OF $9(11),16-20-KETO STEROIDS WHICH COMPRISES HEATING A NITRATE 11,17:DIESTER OF AN 11B, 17A-DIHYDROXY-20-KETO STEROID HAVING A HYDROGEN ATOMS AT THE 9-POSITION AT A TEMPRATURE OF ABOVE 80* C, IN THE PRESENCE OF AN ALKALI SALT OR ALKALINE EARTH SALT OF A LOWER CARBOXYLIC ACID.

公开(公告)号：US3824260A

公开(公告)日：1974-07-16

申请号：US28471072

申请日：1972-08-30

申请人： SCHERING AG

发明人： LAURENT H ,  HOFMEISTER H ,  GERHARDS E ,  WIECHERT R ,  PREZEWOWSKY K ,  KOLB K ,  MENGEL K

IPC分类号： C07D20060101 ,  C07C169/36

摘要： PREGNANOIC ACID DERIVATIVES OF THE FORMULA

2-R1,3-(R2O-CO-CO-),3A-(H3C-),5-Z,5A-Y,6-(H3C-),6,7-(-A-B-

CO-CH=),8-X-PERHYDRO-BENZ(E)INDENE

WHEREIN X IS HYDROGEN,HALOGEN,ORMETHYL; Y IS HYDROGEN ORHALOGEN; Z IS HYDROXY OR HALOGEN HAVING AN ATOMIC WEIGHT NO GREATER THAN Y; R1 IS HYDROGEN OR METHYL; R2 IS HYDROGEN, ALKALI METAL OR SUBSTITUTED OR UNSUBSTITUTED HYDROCARBON OF 1-8 CARBON ATOMS WHICH IS UNSUBSTITUTED OR SUBSTITUTED BY HYDROXY, HALO, ALKOXY, CARBOXY, CARBALKOXY, AMINO, ALKYLAMINO, DIALKYLAMINO, NITRO OR SULFATO, WHEREIN ALKYL IN EACH INSTANCE CONTAINS 1-4 CARBON ATOMS; AND --A--B--IS--CH=CH--,--CCI=CH-- OR, WHEN AT LEAST ONE OF X, Y AND R1 IS OTHER THAN HYDROGEN, --CH2--CH2; PROCESS PRONOUNCED TOPICAL ANTI-INFLAMMATORY ACTIVITY.

公开(公告)号：US3770726A

公开(公告)日：1973-11-06

申请号：US3770726D

申请日：1972-03-16

申请人： SCHERING AG

发明人： HOFMEISTER H ,  LAURENT H ,  PREZEWOWSKY K ,  WIECHERT R ,  STEINBECK H

IPC分类号： C07J31/00 ,  C07J75/00 ,  C07C169/34 ,  C07C173/00

CPC分类号： C07J31/00 ,  C07J75/00

摘要： PREGNANO(17,16A-D)-1'',3''-OXATHIOLANES OF THE FORMULA

3-(O=),1-R,2-R'',6-X,16,17-(-O-C(-R1)(-R2)-S-),20-(O=)-

PREGNA-4,6-DIENE

WHEREIN R1 AND R2 ARE E.G., H, ALKYL, CYCLOALKYL, ARYL OR HETEROARYL, POSSESS LONG ACTING PROGESTIONAL ACTIVITY AND ARE PRODUCED BY THE ACID CATALYZED CONDENSATION OF THE CORRESPONDING 16B-HYDROXY-17A-MERCAPTO STEROIDS WITH A KETONE OR ALDEHYDE UNDER EPIMERIZATION OF THE SUBSTITUENT ON CARBON ATOM C-16.