GB1069563A - Adamantane and tricyclo[4,3,1,1]undecane derivatives - Google Patents
Adamantane and tricyclo[4,3,1,1]undecane derivativesInfo
- Publication number
- GB1069563A GB1069563A GB30940/64A GB3094064A GB1069563A GB 1069563 A GB1069563 A GB 1069563A GB 30940/64 A GB30940/64 A GB 30940/64A GB 3094064 A GB3094064 A GB 3094064A GB 1069563 A GB1069563 A GB 1069563A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tricyclo
- alkyl
- dialkyl
- compounds
- group
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 title abstract 4
- RSJKGSCJYJTIGS-BJUDXGSMSA-N undecane Chemical class CCCCCCCCCC[11CH3] RSJKGSCJYJTIGS-BJUDXGSMSA-N 0.000 title abstract 2
- -1 cyclobutylmethyl radical Chemical group 0.000 abstract 11
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 abstract 4
- XSOHXMFFSKTSIT-UHFFFAOYSA-N 1-adamantylmethanamine Chemical class C1C(C2)CC3CC2CC1(CN)C3 XSOHXMFFSKTSIT-UHFFFAOYSA-N 0.000 abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- MIBQYWIOHFTKHD-UHFFFAOYSA-N adamantane-1-carbonyl chloride Chemical compound C1C(C2)CC3CC2CC1(C(=O)Cl)C3 MIBQYWIOHFTKHD-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001805 chlorine compounds Chemical class 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- UJGPZHHTFPTVFZ-UHFFFAOYSA-N 1-tricyclo[3.3.1.13,7]dec-2-enylmethanamine Chemical compound NCC12C=C3CC(CC(C1)C3)C2 UJGPZHHTFPTVFZ-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 101100097467 Arabidopsis thaliana SYD gene Proteins 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 1
- JBZRLVKMCLOFLG-UHFFFAOYSA-N O=S=Cl Chemical compound O=S=Cl JBZRLVKMCLOFLG-UHFFFAOYSA-N 0.000 abstract 1
- 101100495925 Schizosaccharomyces pombe (strain 972 / ATCC 24843) chr3 gene Proteins 0.000 abstract 1
- 239000005708 Sodium hypochlorite Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- JIMXXGFJRDUSRO-UHFFFAOYSA-N adamantane-1-carboxylic acid Chemical compound C1C(C2)CC3CC2CC1(C(=O)O)C3 JIMXXGFJRDUSRO-UHFFFAOYSA-N 0.000 abstract 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 125000001118 alkylidene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 125000003968 arylidene group Chemical group [H]C(c)=* 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- JMSRBKPMLUGHCR-UHFFFAOYSA-N bromohydrin Chemical compound BrC[C]1CO1 JMSRBKPMLUGHCR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229940089960 chloroacetate Drugs 0.000 abstract 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 abstract 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical compound O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 abstract 1
- CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic 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
- C07D295/02—Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/29—Saturated compounds containing keto groups bound to rings
- C07C49/313—Saturated compounds containing keto groups bound to rings polycyclic
- C07C49/323—Saturated compounds containing keto groups bound to rings polycyclic having keto groups bound to condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
- C07C2603/74—Adamantanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29723363A | 1963-07-24 | 1963-07-24 | |
US376259A US3352912A (en) | 1963-07-24 | 1964-06-18 | Adamantanes and tricyclo[4. 3. 1. 1 3.8] undecanes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1069563A true GB1069563A (en) | 1967-05-17 |
Family
ID=26970055
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB30940/64A Expired GB1069563A (en) | 1963-07-24 | 1964-08-04 | Adamantane and tricyclo[4,3,1,1]undecane derivatives |
Country Status (14)
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6057364A (en) * | 1997-04-10 | 2000-05-02 | Pfizer Inc | Fluoro-substituted adamantane derivatives |
EP2266590A2 (en) | 2002-02-22 | 2010-12-29 | Shire LLC | Active agent delivery sytems and methods for protecting and administering active agents |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3449422A (en) * | 1966-02-09 | 1969-06-10 | Smithkline Corp | Pentacycloundecane amines |
DE1294371B (de) * | 1966-12-21 | 1969-05-08 | Penicillin Ges Dauelsberg & Co | Verfahren zur Herstellung von 1-Aminoadamantan und dessen N-Alkyl- bzw. N-Cyclohexylderivaten |
US3489802A (en) * | 1967-01-23 | 1970-01-13 | Du Pont | Preparation of alpha-methyl-1-adamantane-methylamine and alpha,4 - dimethyl - 1 - bicyclo(2,2,2)octane methylamine |
NL6900004A (enrdf_load_stackoverflow) * | 1969-01-02 | 1970-07-06 | ||
US3682922A (en) * | 1969-01-16 | 1972-08-08 | Searle & Co | N-acyl-n-{8 (n{40 ,n{40 -disubstituted amino)-alkyl{9 -1-adamantylmethylamines |
JPS4828903B1 (enrdf_load_stackoverflow) * | 1969-07-19 | 1973-09-05 | ||
US3624086A (en) * | 1969-11-10 | 1971-11-30 | Searle & Co | Adamantanecarboxamidoalkanoic acid amides |
US3852339A (en) * | 1970-06-15 | 1974-12-03 | Squibb & Sons Inc | Aminoalkoxyphenylurea derivatives |
US3879400A (en) * | 1973-11-16 | 1975-04-22 | Upjohn Co | 1-Lower alkyl-(1-adamantylmethyl)piperidines and process for their preparation |
JPS5346950A (en) * | 1976-10-12 | 1978-04-27 | Kao Corp | (54)1-acetylaminotricyclo(4,3,1,12,5)undecane and its preparation |
US4351847A (en) * | 1981-06-26 | 1982-09-28 | Pennwalt Corporation | Antiviral alpha, alpha-dialkyl adamantylethylamines |
US4551552A (en) * | 1984-05-23 | 1985-11-05 | E. I. Du Pont De Nemours And Company | Process for preparing rimantadine |
US4751245A (en) * | 1986-06-25 | 1988-06-14 | E. R. Squibb & Sons, Inc. | Antifungal derivatives of N-(6,6-dimethyl-2-hepten-4-ynyl)-1-naphthalenemethanamine and method of using same |
US5576355A (en) * | 1993-06-04 | 1996-11-19 | Mobil Oil Corp. | Diamondoid derivatives for pharmaceutical use |
US5684024A (en) * | 1996-01-25 | 1997-11-04 | Viropharma Incorporated | Pyrazole dimers compositions and methods for treating influenza |
US5821243A (en) * | 1996-07-22 | 1998-10-13 | Viropharma Incorporated | Compounds compositions and methods for treating influenza |
GB0013737D0 (en) | 2000-06-07 | 2000-07-26 | Astrazeneca Ab | Novel compounds |
WO2003004461A1 (en) * | 2001-07-02 | 2003-01-16 | Schering Corporation | Drugs for treating viral infections |
SE0103836D0 (sv) * | 2001-11-16 | 2001-11-16 | Astrazeneca Ab | Novel compounds |
WO2004056744A1 (en) * | 2002-12-23 | 2004-07-08 | Janssen Pharmaceutica N.V. | Adamantyl acetamides as hydroxysteroid dehydrogenase inhibitors |
SE0300480D0 (sv) | 2003-02-21 | 2003-02-21 | Astrazeneca Ab | Novel compounds |
GB0312609D0 (en) | 2003-06-02 | 2003-07-09 | Astrazeneca Ab | Novel compounds |
EP1904439B1 (en) | 2005-06-17 | 2014-11-26 | Apogee Biothechnology Corporation | Sphingosine kinase inhibitors |
AR057623A1 (es) | 2005-11-28 | 2007-12-05 | Omega Bio Pharma H K Ltd | Materiales y metodos para el tratamiento de las infecciones virales |
ES2388454T3 (es) | 2007-03-22 | 2012-10-15 | Astrazeneca Ab | Derivados de quinolina para el tratamiento de enfermedades inflamatorias |
RU2348611C1 (ru) * | 2007-05-02 | 2009-03-10 | Государственное образовательное учреждение высшего профессионального образования Волгоградский государственный технический университет (ВолгГТУ) | Способ получения n,n-диалкилзамещенных амидов адамантилалкилкарбоновых кислот |
RU2344122C1 (ru) * | 2007-07-09 | 2009-01-20 | Государственное образовательное учреждение высшего профессионального образования Волгоградский государственный технический университет (ВолгГТУ) | Способ получения диалкиламидов 3-бром-1-адамантилалканкарбоновых кислот |
US8106073B2 (en) | 2007-11-30 | 2012-01-31 | Astrazeneca Ab | Quinoline derivatives 057 |
CA2889903C (en) | 2012-10-29 | 2021-03-09 | Manjinder Singh Phull | Antiviral phosphonate analogues and process for preparation thereof |
CN105829284B (zh) * | 2013-12-09 | 2019-01-22 | 荷兰联合利华有限公司 | 制备金刚烷甲酰胺类化合物的方法 |
US10583171B2 (en) | 2015-11-30 | 2020-03-10 | INSERM (Institut National de la Santé et de la Recherche Médicale) | NMDAR antagonists for the treatment of diseases associated with angiogenesis |
WO2019018185A1 (en) * | 2017-07-15 | 2019-01-24 | Arisan Therapeutics Inc. | ENANTIOMERICALLY PURE ADAMATANE DERIVATIVES FOR THE TREATMENT OF FILOVIRUS INFECTIONS |
-
1964
- 1964-06-18 US US376259A patent/US3352912A/en not_active Expired - Lifetime
- 1964-07-18 DE DE19641793208 patent/DE1793208A1/de active Pending
- 1964-07-18 DE DE19641793207 patent/DE1793207A1/de active Pending
- 1964-07-18 DE DE19641792295 patent/DE1792295B1/de not_active Withdrawn
- 1964-07-20 CH CH946964A patent/CH476673A/de not_active IP Right Cessation
- 1964-07-20 BR BR160975/64A patent/BR6460975D0/pt unknown
- 1964-07-20 CH CH1457468A patent/CH479535A/de not_active IP Right Cessation
- 1964-07-23 SE SE9752/67A patent/SE320363B/xx unknown
- 1964-07-23 SE SE09751/67A patent/SE330693B/xx unknown
- 1964-07-23 DK DK367964AA patent/DK112027B/da unknown
- 1964-07-23 BE BE650919D patent/BE650919A/xx unknown
- 1964-07-23 ES ES0302369A patent/ES302369A1/es not_active Expired
- 1964-07-23 IL IL21753A patent/IL21753A/xx unknown
- 1964-07-23 SE SE8987/64A patent/SE321924B/xx unknown
- 1964-07-23 FI FI1584/64A patent/FI42322B/fi active
- 1964-07-24 FR FR1572956D patent/FR1572956A/fr not_active Expired
- 1964-07-24 NL NL6408505A patent/NL6408505A/xx unknown
- 1964-08-04 GB GB30940/64A patent/GB1069563A/en not_active Expired
- 1964-08-07 AT AT06819/68A patent/AT279581B/de not_active IP Right Cessation
-
1965
- 1965-07-09 DK DK353365AA patent/DK114199B/da unknown
- 1965-07-09 DK DK353265AA patent/DK114769B/da unknown
-
1969
- 1969-01-22 FI FI0197/69A patent/FI42548B/fi active
- 1969-01-22 FI FI0198/69A patent/FI42211B/fi active
-
1971
- 1971-02-17 NL NL7102097A patent/NL7102097A/xx unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6057364A (en) * | 1997-04-10 | 2000-05-02 | Pfizer Inc | Fluoro-substituted adamantane derivatives |
EP2266590A2 (en) | 2002-02-22 | 2010-12-29 | Shire LLC | Active agent delivery sytems and methods for protecting and administering active agents |
EP2316468A1 (en) | 2002-02-22 | 2011-05-04 | Shire LLC | Delivery system and methods for protecting and administering dextroamphetamine |
EP2316469A1 (en) | 2002-02-22 | 2011-05-04 | Shire LLC | Delivery system and methods for protecting and administering dextroamphetamine |
Also Published As
Publication number | Publication date |
---|---|
BE650919A (enrdf_load_stackoverflow) | 1964-11-16 |
IL21753A (en) | 1968-01-25 |
CH479535A (de) | 1969-10-15 |
BR6460975D0 (pt) | 1973-08-09 |
FR1572956A (enrdf_load_stackoverflow) | 1969-07-04 |
DK112027B (da) | 1968-11-04 |
FI42211B (enrdf_load_stackoverflow) | 1970-03-02 |
ES302369A1 (es) | 1965-03-16 |
FI42548B (enrdf_load_stackoverflow) | 1970-06-01 |
DE1792295B1 (de) | 1971-05-27 |
DE1468769B1 (de) | 1972-06-29 |
SE321924B (enrdf_load_stackoverflow) | 1970-03-23 |
DE1793207A1 (de) | 1972-03-30 |
SE330693B (enrdf_load_stackoverflow) | 1970-11-30 |
AT279581B (de) | 1970-03-10 |
DK114769B (da) | 1969-08-04 |
NL7102097A (enrdf_load_stackoverflow) | 1971-05-25 |
DE1793208A1 (de) | 1972-04-06 |
NL6408505A (enrdf_load_stackoverflow) | 1965-01-25 |
SE320363B (enrdf_load_stackoverflow) | 1970-02-09 |
US3352912A (en) | 1967-11-14 |
FI42322B (enrdf_load_stackoverflow) | 1970-03-31 |
DK114199B (da) | 1969-06-09 |
CH476673A (de) | 1969-08-15 |
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