GB1499485A - Thiocarbamide derivatives and process for their preparation - Google Patents

Thiocarbamide derivatives and process for their preparation

Info

Publication number
GB1499485A
GB1499485A GB10200/76A GB1020076A GB1499485A GB 1499485 A GB1499485 A GB 1499485A GB 10200/76 A GB10200/76 A GB 10200/76A GB 1020076 A GB1020076 A GB 1020076A GB 1499485 A GB1499485 A GB 1499485A
Authority
GB
United Kingdom
Prior art keywords
formula
image
preparation
thiocarbamide derivatives
thiocarbamide
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
Application number
GB10200/76A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Egyt Gyogyszervegyeszeti Gyar
Original Assignee
Egyt Gyogyszervegyeszeti Gyar
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.)
Filing date
Publication date
Application filed by Egyt Gyogyszervegyeszeti Gyar filed Critical Egyt Gyogyszervegyeszeti Gyar
Publication of GB1499485A publication Critical patent/GB1499485A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04Derivatives of thiourea
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04Derivatives of thiourea
    • C07C335/06Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms
    • C07C335/10Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C07C335/12Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pain & Pain Management (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Cardiology (AREA)
  • Psychiatry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Rheumatology (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)

Abstract

Novel thiocarbamide derivatives of the formula <IMAGE> in which the substituents R1, R2, R3, R4, R5 and R6 have the meaning given in each case in Patent Claim 1, are obtained by reacting an isothiocyanate of the formula <IMAGE> the corresponding dithiocarbamic acid of the formula <IMAGE> its esters or acid halide with an amine of the formula R4NHR5 in the melt or in an inert solvent. The reaction products have favourable diuretic, saluretic, analgesic and/or antidepressive action even at a low dose, combined with low toxicity.
GB10200/76A 1975-03-14 1976-03-15 Thiocarbamide derivatives and process for their preparation Expired GB1499485A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU75GO1303A HU173459B (en) 1975-03-14 1975-03-14 Process for preparing new thiourea derivatives

Publications (1)

Publication Number Publication Date
GB1499485A true GB1499485A (en) 1978-02-01

Family

ID=10996785

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10200/76A Expired GB1499485A (en) 1975-03-14 1976-03-15 Thiocarbamide derivatives and process for their preparation

Country Status (18)

Country Link
AT (1) AT347476B (en)
BE (1) BE839502A (en)
CA (1) CA1069931A (en)
CH (1) CH619210A5 (en)
CS (1) CS188132B2 (en)
DD (1) DD125615A5 (en)
DE (1) DE2610865A1 (en)
DK (1) DK107876A (en)
EG (1) EG12505A (en)
FR (1) FR2303532A1 (en)
GB (1) GB1499485A (en)
HU (1) HU173459B (en)
IL (1) IL49194A (en)
IN (1) IN143559B (en)
NL (1) NL7602670A (en)
PL (1) PL101310B1 (en)
SE (1) SE7603242L (en)
SU (1) SU795462A3 (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6313172B1 (en) 2000-04-13 2001-11-06 Allergan Sales, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
US6534542B2 (en) 2001-02-27 2003-03-18 Allergen Sales, Inc. (2-hydroxy)ethyl-thioureas useful as modulators of α2B adrenergic receptors
WO2003035178A1 (en) * 2001-10-19 2003-05-01 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
JP2003530429A (en) * 2000-04-13 2003-10-14 アラーガン、インコーポレイテッド Methods and compositions for modulating alpha adrenergic receptor activity
US7091232B2 (en) 2002-05-21 2006-08-15 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7276522B2 (en) 2002-05-21 2007-10-02 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones, 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7323485B2 (en) 2002-05-21 2008-01-29 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7358269B2 (en) 2002-05-21 2008-04-15 Allergan, Inc. 2-((2-Thioxo-2,3-dihydro-1H-imidazol-4-yl)methyl)-3,4-dihydronapthalen-1(2H)-one
US7390829B2 (en) 2005-06-29 2008-06-24 Allergan, Inc. Alpha-2 adrenergic agonists
US7396849B2 (en) 2004-09-24 2008-07-08 Allergan, Inc. 4-(Condensed cyclicmethyl)-imidazole-2-thiones acting as α2 adrenergic agonists
US7399868B2 (en) 2004-09-24 2008-07-15 Allergan, Inc. 4-(Heteroaryl-methyl and substituted heteroaryl-methyl)-imidazole-2-thiones acting as alpha2 adrenergic agonists
US7683089B1 (en) 2004-09-24 2010-03-23 Allergan, Inc 4-(Phenylmethyl and substituted phenylmethyl)-imidazole-2-thiones acting as specific alpha2 adrenergic agonists
US7795292B2 (en) 2004-09-28 2010-09-14 Allergan, Inc. Unsubstituted and substituted 4-benzyl-1,3-dihydro-imidazole-2-thiones acting as specific or selective alpha2 adrenergic agonists and methods for using the same
US7902247B2 (en) 2008-01-09 2011-03-08 Allergan, Inc. Substituted-aryl-2-phenylethyl-1H-imidazole compounds as subtype selective modulators of alpha 2B and/or alpha 2C adrenergic receptors

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU206082B (en) * 1988-12-23 1992-08-28 Sandoz Ag Process for producing capsaicin derivatives and pharmaceutical compositions comprising such compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB974545A (en) * 1963-03-14 1964-11-04 Baxter Laboratories Inc Thioureas

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6313172B1 (en) 2000-04-13 2001-11-06 Allergan Sales, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
US7754768B2 (en) 2000-04-13 2010-07-13 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
JP2003530429A (en) * 2000-04-13 2003-10-14 アラーガン、インコーポレイテッド Methods and compositions for modulating alpha adrenergic receptor activity
JP2003530430A (en) * 2000-04-13 2003-10-14 アラーガン、インコーポレイテッド Methods and compositions for modulating alpha adrenergic receptor activity
AU2001253383B2 (en) * 2000-04-13 2005-10-06 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
AU2001253384B2 (en) * 2000-04-13 2006-02-02 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
US6534542B2 (en) 2001-02-27 2003-03-18 Allergen Sales, Inc. (2-hydroxy)ethyl-thioureas useful as modulators of α2B adrenergic receptors
US7335803B2 (en) 2001-10-19 2008-02-26 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
WO2003035178A1 (en) * 2001-10-19 2003-05-01 Allergan, Inc. Methods and compositions for modulating alpha adrenergic receptor activity
US7276522B2 (en) 2002-05-21 2007-10-02 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones, 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7323485B2 (en) 2002-05-21 2008-01-29 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7960423B2 (en) 2002-05-21 2011-06-14 Allergan, Inc Imidazole-2-thiones
US7345077B2 (en) 2002-05-21 2008-03-18 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4- (substituted cycloalkylmethyl) imidazol-2-ones and 4- (substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US7358269B2 (en) 2002-05-21 2008-04-15 Allergan, Inc. 2-((2-Thioxo-2,3-dihydro-1H-imidazol-4-yl)methyl)-3,4-dihydronapthalen-1(2H)-one
US8071635B2 (en) 2002-05-21 2011-12-06 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cycloalkenylmethyl) imidazole-2-ones and related compounds
US7091232B2 (en) 2002-05-21 2006-08-15 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cycloalkenylmethyl) imidazol-2-ones and related compounds
US8063087B2 (en) 2002-05-21 2011-11-22 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2-thiones, 4-(substituted cycloalkylmethyl) imidazole-2-ones and, 4-(substituted cycloalkylmethyl) imidazole-2-ones and related compounds
US7419994B2 (en) 2002-05-21 2008-09-02 Allergan, Inc. 4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2- thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cyloalkenylmethyl) imidazol-2-ones and related compounds
US7569584B2 (en) 2002-05-21 2009-08-04 Allergan, Inc. 4-(2-methyl-5,6,7,8-tetrahydro-quinolin-7-ylmethyl)-1,3-dihydro-imidazole-2-thione as specific alpha2b agonist and methods of using the same
US8063086B2 (en) 2002-05-21 2011-11-22 Allergan, Inc. Imidazole-2-thiones
US7396849B2 (en) 2004-09-24 2008-07-08 Allergan, Inc. 4-(Condensed cyclicmethyl)-imidazole-2-thiones acting as α2 adrenergic agonists
US7838545B2 (en) 2004-09-24 2010-11-23 Allergan, Inc. 4-(condensed cyclicmethyl)-imidazole-2-thiones acting as alpha2 adrenergic agonists
US7683089B1 (en) 2004-09-24 2010-03-23 Allergan, Inc 4-(Phenylmethyl and substituted phenylmethyl)-imidazole-2-thiones acting as specific alpha2 adrenergic agonists
US7399868B2 (en) 2004-09-24 2008-07-15 Allergan, Inc. 4-(Heteroaryl-methyl and substituted heteroaryl-methyl)-imidazole-2-thiones acting as alpha2 adrenergic agonists
US7795292B2 (en) 2004-09-28 2010-09-14 Allergan, Inc. Unsubstituted and substituted 4-benzyl-1,3-dihydro-imidazole-2-thiones acting as specific or selective alpha2 adrenergic agonists and methods for using the same
US7390829B2 (en) 2005-06-29 2008-06-24 Allergan, Inc. Alpha-2 adrenergic agonists
US7902247B2 (en) 2008-01-09 2011-03-08 Allergan, Inc. Substituted-aryl-2-phenylethyl-1H-imidazole compounds as subtype selective modulators of alpha 2B and/or alpha 2C adrenergic receptors
US8735438B2 (en) 2008-01-09 2014-05-27 Allergan, Inc. Substituted-aryl-2-phenylethyl-1H-imidazole compounds as subtype selective modulators of alpha 2B and/or alpha 2C adrenergic receptors

Also Published As

Publication number Publication date
SU795462A3 (en) 1981-01-07
CS188132B2 (en) 1979-02-28
DE2610865A1 (en) 1976-09-30
EG12505A (en) 1980-07-31
IL49194A (en) 1980-09-16
IN143559B (en) 1977-12-24
HU173459B (en) 1979-05-28
DD125615A5 (en) 1977-05-04
PL101310B1 (en) 1978-12-30
NL7602670A (en) 1976-09-16
SE7603242L (en) 1976-10-15
CA1069931A (en) 1980-01-15
IL49194A0 (en) 1976-05-31
BE839502A (en) 1976-07-01
DK107876A (en) 1976-09-15
ATA185776A (en) 1978-05-15
FR2303532A1 (en) 1976-10-08
AT347476B (en) 1978-12-27
FR2303532B1 (en) 1978-12-15
CH619210A5 (en) 1980-09-15

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee