CH508637A - Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline - Google Patents

Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline

Info

Publication number: CH508637A
Authority: CH; Switzerland
Prior art keywords: chlorine; inorganic; hydrogen; formula; organic acids
Prior art date: 1966-04-20

Application number

CH895370A

Other languages

German (de)

English (en)

Inventor

Johannes Dr Keck

Joses Dr Nickl

Friedrich-Wilhelm Dr Koss

Eckhard Dr Schraven

Gerwin Dr Beisenherz

Original Assignee

Thomae Gmbh Dr K

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.)

1966-04-20

Filing date

1967-04-06

Publication date

1971-06-15

1967-04-06 Application filed by Thomae Gmbh Dr K filed Critical Thomae Gmbh Dr K

1971-06-15 Publication of CH508637A publication Critical patent/CH508637A/de

Links

230000001754 anti-pyretic effect Effects 0.000 title abstract description 3
239000002221 antipyretic Substances 0.000 title abstract description 3
150000001875 compounds Chemical class 0.000 claims abstract description 7
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 6
229910052801 chlorine Inorganic materials 0.000 claims abstract description 6
239000000460 chlorine Substances 0.000 claims abstract description 6
125000000217 alkyl group Chemical group 0.000 claims abstract description 5
150000007522 mineralic acids Chemical class 0.000 claims abstract description 5
150000007524 organic acids Chemical class 0.000 claims abstract description 5
235000005985 organic acids Nutrition 0.000 claims abstract description 5
150000003839 salts Chemical class 0.000 claims abstract description 5
PKORYTIUMAOPED-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinazoline Chemical class C1=CC=C2NCNCC2=C1 PKORYTIUMAOPED-UHFFFAOYSA-N 0.000 claims abstract description 4
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
239000001257 hydrogen Substances 0.000 claims abstract description 4
125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 3
125000004985 dialkyl amino alkyl group Chemical group 0.000 claims abstract description 3
125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 3
125000005350 hydroxycycloalkyl group Chemical group 0.000 claims abstract 2
238000000034 method Methods 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 6
-1 aralkyl radical Chemical class 0.000 claims description 5
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
229910052987 metal hydride Inorganic materials 0.000 claims description 3
150000004681 metal hydrides Chemical class 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 2
150000005840 aryl radicals Chemical group 0.000 claims 1
AJOQVCHLLULVGK-HAQNSBGRSA-N C1C[C@@H](O)CC[C@@H]1N1CC2=CC(Br)=CC(Br)=C2NC1 Chemical compound C1C[C@@H](O)CC[C@@H]1N1CC2=CC(Br)=CC(Br)=C2NC1 AJOQVCHLLULVGK-HAQNSBGRSA-N 0.000 abstract description 2
230000000694 effects Effects 0.000 abstract description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
229910052794 bromium Inorganic materials 0.000 abstract 2
150000002431 hydrogen Chemical group 0.000 abstract 2
206010011224 Cough Diseases 0.000 abstract 1
125000003710 aryl alkyl group Chemical group 0.000 abstract 1
125000003118 aryl group Chemical group 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
150000002367 halogens Chemical group 0.000 abstract 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 5
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000009835 boiling Methods 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
UZVFOBCSRACABZ-UHFFFAOYSA-N 6-chloro-3-cyclohexyl-2,4-dihydro-1H-quinazoline Chemical compound ClC=1C=C2CN(CNC2=CC1)C1CCCCC1 UZVFOBCSRACABZ-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000012280 lithium aluminium hydride Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
ZQMASBWYHYABMJ-NWDGAFQWSA-N (1R,3S)-3-(6,8-dibromo-2,4-dihydro-1H-quinazolin-3-yl)cyclohexan-1-ol Chemical compound BrC=1C=C2CN(CNC2=C(C1)Br)[C@@H]1C[C@@H](CCC1)O ZQMASBWYHYABMJ-NWDGAFQWSA-N 0.000 description 1
PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical class NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 1
WBDGOIMOYXCYHI-UHFFFAOYSA-N 2-methyl-1,2,3,4-tetrahydroquinazoline Chemical compound C1=CC=C2NC(C)NCC2=C1 WBDGOIMOYXCYHI-UHFFFAOYSA-N 0.000 description 1
WMQSKECCMQRJRX-UHFFFAOYSA-N 2-methyl-3,1-benzoxazin-4-one Chemical class C1=CC=C2C(=O)OC(C)=NC2=C1 WMQSKECCMQRJRX-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
SWRCDJRBDHNBAF-UHFFFAOYSA-N 3-benzyl-6-chloro-2,4-dihydro-1H-quinazoline Chemical compound ClC=1C=C2CN(CNC2=CC1)CC1=CC=CC=C1 SWRCDJRBDHNBAF-UHFFFAOYSA-N 0.000 description 1
HSGGWUGAVYTADI-UHFFFAOYSA-N 5-chloro-n-cyclohexyl-2-(methylamino)benzamide Chemical compound CNC1=CC=C(Cl)C=C1C(=O)NC1CCCCC1 HSGGWUGAVYTADI-UHFFFAOYSA-N 0.000 description 1
RNPDORPZTWKTAF-UHFFFAOYSA-N 6-chloro-3-(2-methylpropyl)-2,4-dihydro-1H-quinazoline Chemical compound ClC=1C=C2CN(CNC2=CC1)CC(C)C RNPDORPZTWKTAF-UHFFFAOYSA-N 0.000 description 1
ZQMASBWYHYABMJ-RYUDHWBXSA-N BrC=1C=C2CN(CNC2=C(C1)Br)[C@@H]1C[C@H](CCC1)O Chemical compound BrC=1C=C2CN(CNC2=C(C1)Br)[C@@H]1C[C@H](CCC1)O ZQMASBWYHYABMJ-RYUDHWBXSA-N 0.000 description 1
HCPOTMGUGUQVOY-UHFFFAOYSA-N CCN(CC)CCN(CNCC1=CC(Br)=C2)C1=C2Br Chemical compound CCN(CC)CCN(CNCC1=CC(Br)=C2)C1=C2Br HCPOTMGUGUQVOY-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000003434 antitussive agent Substances 0.000 description 1
229940124584 antitussives Drugs 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Pharmacology & Pharmacy (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

CH895370A 1966-04-20 1967-04-06 Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline CH508637A (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DET0030948		1966-04-20
CH1648169A CH493531A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline

Publications (1)

Publication Number	Publication Date
CH508637A true CH508637A (de)	1971-06-15

Family

ID=36887743

Family Applications (5)

Application Number	Title	Priority Date	Filing Date
CH895370A CH508637A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH1648369A CH493533A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH483567A CH483433A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH1648169A CH493531A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH1648269A CH493532A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline

Family Applications After (4)

Application Number	Title	Priority Date	Filing Date
CH1648369A CH493533A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH483567A CH483433A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH1648169A CH493531A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
CH1648269A CH493532A (de)	1966-04-20	1967-04-06	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline

Country Status (15)

Country	Link
US (1)	US3454574A (2)
BE (1)	BE697188A (2)
CH (5)	CH508637A (2)
CS (1)	CS162434B1 (2)
DE (1)	DE1620541C3 (2)
DK (1)	DK120345B (2)
ES (4)	ES339371A1 (2)
FI (1)	FI48929C (2)
FR (2)	FR6442M (2)
GB (1)	GB1131164A (2)
GR (1)	GR33644B (2)
IL (1)	IL27764A (2)
NL (2)	NL6705206A (2)
SE (1)	SE323685B (2)
YU (4)	YU32364B (2)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5924990B2 (ja) *	1979-11-21	1984-06-13	協和醗酵工業株式会社	新規なピペリジン誘導体
US4753944A (en) *	1985-11-04	1988-06-28	American Cyanamid Company	Pharmaceutical methods of using 3-heteroarylalkyl-4-quinazolinones
US4710502A (en) *	1985-11-04	1987-12-01	American Cyanamid Company	3-heteroarylalkyl-4-quinazolinones
CS272018B1 (en) *	1988-11-01	1990-12-13	Fisnerova Ludmila	Ethereal derivatives of 4/3h/-quinazolinone
BRPI0413347A (pt)	2003-08-06	2006-10-10	Senomyx Inc	novos sabores, modificadores de sabor, agentes de sabor, realçadores de sabor, agentes de sabor e/ou realçadores umami ou doces, e utilização correspondente
KR101387563B1 (ko)	2006-04-21	2014-04-25	세노믹스, 인코포레이티드	고효능의 조미용 향료를 포함하는 식품 조성물 및 이의 제조 방법
CN102898383A (zh) *	2012-11-16	2013-01-30	葛长乐	一种氨溴索反式杂质6,8-二溴-3-(反式-4-羟基环己基)-1,2,3,4-四氢喹唑啉的制备方法

0
- NL NL131479D patent/NL131479C/xx active
1966
- 1966-04-20 DE DE1620541A patent/DE1620541C3/de not_active Expired
1967
- 1967-03-30 DK DK173367AA patent/DK120345B/da unknown
- 1967-04-06 CH CH895370A patent/CH508637A/de not_active IP Right Cessation
- 1967-04-06 CH CH1648369A patent/CH493533A/de not_active IP Right Cessation
- 1967-04-06 CH CH483567A patent/CH483433A/de not_active IP Right Cessation
- 1967-04-06 CH CH1648169A patent/CH493531A/de not_active IP Right Cessation
- 1967-04-06 CH CH1648269A patent/CH493532A/de not_active IP Right Cessation
- 1967-04-10 IL IL27764A patent/IL27764A/en unknown
- 1967-04-10 US US629417A patent/US3454574A/en not_active Expired - Lifetime
- 1967-04-13 NL NL6705206A patent/NL6705206A/xx unknown
- 1967-04-13 GB GB17098/67A patent/GB1131164A/en not_active Expired
- 1967-04-15 YU YU0756/67A patent/YU32364B/xx unknown
- 1967-04-15 ES ES339371A patent/ES339371A1/es not_active Expired
- 1967-04-17 ES ES339394A patent/ES339394A1/es not_active Expired
- 1967-04-18 ES ES339432A patent/ES339432A1/es not_active Expired
- 1967-04-18 BE BE697188D patent/BE697188A/xx unknown
- 1967-04-18 FR FR103182A patent/FR6442M/fr not_active Expired
- 1967-04-18 FR FR103183A patent/FR1524445A/fr not_active Expired
- 1967-04-19 ES ES339483A patent/ES339483A1/es not_active Expired
- 1967-04-19 GR GR670133644A patent/GR33644B/el unknown
- 1967-04-20 SE SE5557/67A patent/SE323685B/xx unknown
- 1967-04-20 FI FI671165A patent/FI48929C/fi active
1968
- 1968-09-25 CS CS6704A patent/CS162434B1/cs unknown
1973
- 1973-03-19 YU YU740/73A patent/YU35360B/xx unknown
- 1973-03-19 YU YU742/73A patent/YU33957B/xx unknown
- 1973-03-19 YU YU74173A patent/YU35587B/xx unknown

Also Published As

Publication number	Publication date
ES339394A1 (es)	1968-07-16
FR6442M (2)	1968-11-12
YU74173A (en)	1980-09-25
ES339371A1 (es)	1968-07-16
IL27764A (en)	1971-02-25
GB1131164A (en)	1968-10-23
YU74073A (en)	1980-06-30
YU32364B (en)	1974-10-31
CH493531A (de)	1970-07-15
US3454574A (en)	1969-07-08
BE697188A (2)	1967-10-18
ES339483A1 (es)	1968-07-16
YU35587B (en)	1981-04-30
FI48929C (fi)	1975-02-10
NL131479C (2)
YU74273A (en)	1978-02-28
GR33644B (el)	1968-01-03
CH483433A (de)	1969-12-31
CH493533A (de)	1970-07-15
ES339432A1 (es)	1968-07-16
CS162434B1 (2)	1975-07-15
DK120345B (da)	1971-05-17
YU75667A (en)	1974-04-30
FI48929B (2)	1974-10-31
DE1620541C3 (de)	1975-09-25
NL6705206A (2)	1967-10-23
DE1620541A1 (de)	1970-04-16
SE323685B (2)	1970-05-11
CH493532A (de)	1970-07-15
YU35360B (en)	1980-12-31
FR1524445A (fr)	1968-05-10
YU33957B (en)	1978-09-08
DE1620541B2 (de)	1975-02-20

Legal Events

Date	Code	Title	Description
1982-12-31	PL	Patent ceased

Publication	Publication Date	Title
DE1670849C3 (de)	1978-07-20	Verfahren zur Herstellung von 8-Acylamino-1,23,4-tetrahydroisochinolinen
DE2404113A1 (de)	1974-08-08	4-phenylpiperidine und ihre salze mit pharmazeutisch annehmbaren saeuren, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
DE1695186B2 (de)	1976-12-02	2-nitro-1-imidazolylessigsaeurebenzylamid
DE1620501A1 (de)	1970-04-16	Neue Sydnonimin-Derivate und Verfahren zu ihrer Herstellung
CH508637A (de)	1971-06-15	Verfahren zur Herstellung neuer, halogensubstituierter Tetrahydrochinazoline
EP0004529B1 (de)	1981-06-17	Tantomere Arylaminoimidazolinderivate, deren Herstellung und sie enthaltende Arzneimittel zur Bekämpfung von Schmerzzuständen
AT270657B (de)	1969-05-12	Verfahren zur Herstellung von neuen halogensubstituierten Tetrahydrochinazolinen sowie von deren Säureadditionssalzen
DE1912941B2 (de)	1979-10-18	1 -PhenyM-amino-e-methoxypridaziniumsalze
DE1117588B (de)	1961-11-23	Verfahren zur Herstellung eines neuen Imidazolinderivates
DE936747C (de)	1955-12-22	Verfahren zur Herstellung von neuen Pyrimidinderivaten und deren Salzen
DE1197887B (de)	1965-08-05	Verfahren zur Herstellung von 3-Trifluormethylphenoxazinderivaten
DE1668146C3 (de)	1975-06-19	N-substituierte S,S-Diphenylsulfoximine und ihre Salze sowie Verfahren zu ihrer Herstellung
DE1670143C3 (2)	1974-05-30
DE1643265C3 (de)	1978-08-31	Kernsubstituierte 2-Aminomethylbenzhydrole, Verfahren zu deren Herstellung und Arzneimittel auf der Basis dieser Verbindungen
AT361473B (de)	1981-03-10	Verfahren zur herstellung von neuen thiazoli- dinderivaten und von deren saeureadditionssalzen
AT273951B (de)	1969-09-10	Verfahren zur Herstellung von 2-Aminoalkyl-(pyrrol-3-yl)-ketonen
DE2362877A1 (de)	1974-06-20	5,8-dihydro-5,8-methanonaphthaline mit kardiovaskulaerer wirkung
DE2212693A1 (de)	1972-10-05	Dihydro-2-aminoisochinoline und Verfahren zu deren Herstellung
AT236389B (de)	1964-10-26	Verfahren zur Herstellung von neuen N-substituierten heterocyclischen Verbindungen
CH537933A (de)	1973-06-15	Verfahren zur Herstellung von 1,2-Dihydro-1-hydroxypyrimidinen
AT235836B (de)	1964-09-25	Verfahren zur Herstellung von neuen basisch substituierten Polymethylentetrahydrochinolinen
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