CH617700A5 - Process for the preparation of novel xanthene derivatives - Google Patents

Process for the preparation of novel xanthene derivatives Download PDF

Info

Publication number: CH617700A5
Authority: CH; Switzerland
Prior art keywords: formula; compound; oxobutyl; preparation; methyl
Prior art date: 1975-02-21

Application number

CH210576A

Other languages

German (de)

English (en)

Inventor

Joachim Goering

Original Assignee

Wuelfing J A Fa

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.)

1975-02-21

Filing date

1976-02-20

Publication date

1980-06-13

1976-02-20 Application filed by Wuelfing J A Fa filed Critical Wuelfing J A Fa

1980-06-13 Publication of CH617700A5 publication Critical patent/CH617700A5/de

Links

238000002360 preparation method Methods 0.000 title claims description 12
238000000034 method Methods 0.000 title claims description 10
125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 23
-1 alkali metal salt Chemical class 0.000 claims description 7
LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical class O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 claims description 5
229940083747 low-ceiling diuretics xanthine derivative Drugs 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical group [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
150000003254 radicals Chemical group 0.000 claims description 3
150000001340 alkali metals Chemical class 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
101000822152 Petunia hybrida 1-aminocyclopropane-1-carboxylate oxidase 1 Proteins 0.000 claims 1
125000001539 acetonyl group Chemical group [H]C([H])([H])C(=O)C([H])([H])* 0.000 claims 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
229910052794 bromium Inorganic materials 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 claims 1
239000000460 chlorine Substances 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
239000011630 iodine Chemical group 0.000 claims 1
229910052740 iodine Chemical group 0.000 claims 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
230000017531 blood circulation Effects 0.000 description 4
230000037396 body weight Effects 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
239000002775 capsule Substances 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000000825 pharmaceutical preparation Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
MDFKWPWXCLUOMA-UHFFFAOYSA-N 1-butyl-3-ethyl-7-(3-oxobutyl)purine-2,6-dione Chemical compound O=C1N(CCCC)C(=O)N(CC)C2=C1N(CCC(C)=O)C=N2 MDFKWPWXCLUOMA-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000003288 anthiarrhythmic effect Effects 0.000 description 2
239000003416 antiarrhythmic agent Substances 0.000 description 2
206010003119 arrhythmia Diseases 0.000 description 2
230000006793 arrhythmia Effects 0.000 description 2
VQFAIAKCILWQPZ-UHFFFAOYSA-N bromoacetone Chemical compound CC(=O)CBr VQFAIAKCILWQPZ-UHFFFAOYSA-N 0.000 description 2
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
229950009941 chloralose Drugs 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000008187 granular material Substances 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000000203 mixture Substances 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
210000002027 skeletal muscle Anatomy 0.000 description 2
JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
239000007858 starting material Substances 0.000 description 2
HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical class C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
OJTBTLMNXGAHIJ-UHFFFAOYSA-N 1-butyl-3-ethyl-7-(2-oxopropyl)purine-2,6-dione Chemical compound O=C1N(CCCC)C(=O)N(CC)C2=C1N(CC(C)=O)C=N2 OJTBTLMNXGAHIJ-UHFFFAOYSA-N 0.000 description 1
OQEAKRVOOBOTNC-UHFFFAOYSA-N 1-butyl-7-(2-oxopropyl)-3-propylpurine-2,6-dione Chemical compound O=C1N(CCCC)C(=O)N(CCC)C2=C1N(CC(C)=O)C=N2 OQEAKRVOOBOTNC-UHFFFAOYSA-N 0.000 description 1
NOXBBZOMXPDILD-UHFFFAOYSA-N 1-butyl-7-(3-oxobutan-2-yl)-3-propylpurine-2,6-dione Chemical compound C(CCC)N1C(=O)N(C=2N=CN(C2C1=O)C(C(C)=O)C)CCC NOXBBZOMXPDILD-UHFFFAOYSA-N 0.000 description 1
QIYWLZJUGFRXGR-UHFFFAOYSA-N 1-butyl-7-(3-oxobutyl)-3-propylpurine-2,6-dione Chemical compound C(CCC)N1C(=O)N(C=2N=CN(C=2C1=O)CCC(C)=O)CCC QIYWLZJUGFRXGR-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
241000700198 Cavia Species 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
239000013543 active substance Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
210000000748 cardiovascular system Anatomy 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
235000008504 concentrate Nutrition 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000005284 excitation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
210000005241 right ventricle Anatomy 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CH210576A 1975-02-21 1976-02-20 Process for the preparation of novel xanthene derivatives CH617700A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19752507554 DE2507554A1 (de)	1975-02-21	1975-02-21	7-(oxoalkyl)-1,3-dialkylxanthine, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel

Publications (1)

Publication Number	Publication Date
CH617700A5 true CH617700A5 (en)	1980-06-13

Family

ID=5939490

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH210576A CH617700A5 (en)	1975-02-21	1976-02-20	Process for the preparation of novel xanthene derivatives

Country Status (17)

Country	Link
JP (1)	JPS51110597A (fr)
AR (2)	AR211534A1 (fr)
AT (1)	AT346859B (fr)
AU (1)	AU506523B2 (fr)
BE (1)	BE838467A (fr)
CH (1)	CH617700A5 (fr)
DE (1)	DE2507554A1 (fr)
DK (1)	DK72576A (fr)
ES (1)	ES445300A1 (fr)
FI (1)	FI760417A7 (fr)
FR (1)	FR2301257A1 (fr)
GB (1)	GB1496315A (fr)
HU (1)	HU174406B (fr)
IE (1)	IE42944B1 (fr)
NL (1)	NL7601623A (fr)
SE (1)	SE7601454L (fr)
ZA (1)	ZA76606B (fr)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2330742C2 (de) *	1973-06-16	1982-07-29	Hoechst Ag, 6000 Frankfurt	1-(Oxoalkyl)-3-methyl-7-alkylxanthine, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel
CH608236A5 (fr) *	1974-01-22	1978-12-29	Wuelfing J A Fa

1975
- 1975-02-21 DE DE19752507554 patent/DE2507554A1/de not_active Withdrawn
1976
- 1976-01-26 IE IE144/76A patent/IE42944B1/en unknown
- 1976-02-03 ZA ZA606A patent/ZA76606B/xx unknown
- 1976-02-09 FR FR7603412A patent/FR2301257A1/fr active Granted
- 1976-02-10 AT AT89676A patent/AT346859B/de not_active IP Right Cessation
- 1976-02-10 SE SE7601454A patent/SE7601454L/xx unknown
- 1976-02-11 BE BE164249A patent/BE838467A/fr not_active IP Right Cessation
- 1976-02-11 GB GB5325/76A patent/GB1496315A/en not_active Expired
- 1976-02-13 AR AR262264A patent/AR211534A1/es active
- 1976-02-18 ES ES445300A patent/ES445300A1/es not_active Expired
- 1976-02-18 NL NL7601623A patent/NL7601623A/xx not_active Application Discontinuation
- 1976-02-19 FI FI760417A patent/FI760417A7/fi not_active Application Discontinuation
- 1976-02-20 JP JP51017836A patent/JPS51110597A/ja active Pending
- 1976-02-20 CH CH210576A patent/CH617700A5/de not_active IP Right Cessation
- 1976-02-20 HU HU76WU23A patent/HU174406B/hu unknown
- 1976-02-20 DK DK72576*#A patent/DK72576A/da unknown
- 1976-02-23 AU AU11337/76A patent/AU506523B2/en not_active Expired
- 1976-10-15 AR AR265212A patent/AR210771A1/es active

Also Published As

Publication number	Publication date
ZA76606B (en)	1977-01-26
AU506523B2 (en)	1980-01-10
FR2301257A1 (fr)	1976-09-17
DE2507554A1 (de)	1976-09-02
AR210771A1 (es)	1977-09-15
AR211534A1 (es)	1978-01-30
GB1496315A (en)	1977-12-30
AU1133776A (en)	1977-09-01
IE42944B1 (en)	1980-11-19
AT346859B (de)	1978-11-27
BE838467A (fr)	1976-08-11
DK72576A (da)	1976-08-22
IE42944L (en)	1976-08-21
ES445300A1 (es)	1977-06-01
FR2301257B1 (fr)	1979-06-29
NL7601623A (nl)	1976-08-24
SE7601454L (sv)	1976-08-23
FI760417A7 (fr)	1976-08-22
HU174406B (hu)	1979-12-28
ATA89676A (de)	1978-04-15
JPS51110597A (fr)	1976-09-30

Legal Events

Date	Code	Title	Description
1985-10-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

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DE2636582C2 (de)	1986-03-27	2-Amino-3-(5- und 6-)benzoylphenylessigsäuren, deren Ester und Metallsalze, Verfahren zur Herstellung dieser Verbindungen und Arzneimittel diese enthaltend
DE2305092C2 (fr)	1987-10-01
DE1815808C3 (de)	1980-02-21	1 -(Alkanoylaminophenoxy)-3-alkylamino-2-propanole, deren Herstellungsverfahren und pharmazeutische Zusammensetzungen auf deren Basis
DE2831761C2 (de)	1984-12-13	2,3- und 2,3,6-substituierte-4-Pyrone und deren Verwendung
DE2523103A1 (de)	1976-12-09	Neue propargyl-2-phenylamino-imidazoline-(2), deren saeureadditionssalze, diese enthaltende arzneimittel und verfahren zur herstellung derselben
DE2128607B2 (de)	1980-02-07	Neues D-Morphinanderivat
AT266832B (de)	1968-12-10	Verfahren zur Herstellung von neuen Oxazolidinderivaten und ihren Salzen
DE2632118B2 (de)	1979-02-01	Apovincaminolester und Verfahren zu deren Herstellung und Arzneimittel
DE2427272C3 (de)	1981-10-01	1-(2-(β-Naphthyloxy)-äthyl)-3-methyl -pyrazolon-(5), Verfahren sowie Verwendung als Antithrombotikum
DE2237832A1 (de)	1973-02-15	Verfahren zur herstellung von 4hydroxymethyl-1-keto-1,2-dihydrophthalazin
DE1915230A1 (de)	1970-02-05	Hydroxyphenylalkylaminderivate und Verfahren zu deren Herstellung
DE2530515C2 (de)	1983-12-01	4- bzw. 7-Hydroxy-4,5,6,7-tetrahydrothieno-[3,2-c] bzw.[2,3-c] pyridine, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimittelzubereitungen
CH617700A5 (en)	1980-06-13	Process for the preparation of novel xanthene derivatives
CH441291A (de)	1967-08-15	Verfahren zur Herstellung von organischen Aminen
DE2614137C2 (de)	1983-02-03	Benzo[b]thien(2)-ylaminoäthylketone, Verfahren zu ihrer Herstellung, sowie diese enthaltende Arzneimittel
DD153549A5 (de)	1982-01-13	Verfahren zur herstellung von pyridinderivaten
DE2520131A1 (de)	1975-11-27	Stickstoffhaltige polycyclische verbindungen und verfahren zu deren herstellung
DE2210121C3 (de)	1975-05-15	Pyrido eckige Klammer auf 2,3-b eckige Klammer zu indole, ein Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
EP0046565B1 (fr)	1983-04-13	Dérivé de la spartéine, procédé pour sa préparation, médicament qui le contient et préparation du médicament
EP0003298A2 (fr)	1979-08-08	Dérivés de 4-hydroxy-2-benzimidazoline-thione, leur procédé de préparation et compositions pharmaceutiques les contenant
DE1695212B2 (de)	1974-02-14	Verfahren zur Herstellung von Iodininderivaten
AT337709B (de)	1977-07-11	Verfahren zur herstellung von neuen 1-phthalazonderivaten
DE1445417A1 (de)	1968-12-05	Verfahren zur Herstellung von neuen Hexitestern der Nikotinsaeure
DE3514641C2 (fr)	1989-02-23
DE69132165T2 (de)	2000-10-05	Aconitinverbindung und analgetisches/entzündungshemmendes mittel