CA2861071C - Etomidate and metomidate derivatives and their use as anesthetics - Google Patents

Etomidate and metomidate derivatives and their use as anesthetics Download PDF

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Publication number
CA2861071C
CA2861071C CA2861071A CA2861071A CA2861071C CA 2861071 C CA2861071 C CA 2861071C CA 2861071 A CA2861071 A CA 2861071A CA 2861071 A CA2861071 A CA 2861071A CA 2861071 C CA2861071 C CA 2861071C
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CA
Canada
Prior art keywords
compound
branched
linear
etomidate
optionally substituted
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CA2861071A
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English (en)
French (fr)
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CA2861071A1 (en
Inventor
Douglas E. Raines
Syed Shaukat Husain
John C.R. Randle
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General Hospital Corp
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General Hospital Corp
Annovation Biopharma Inc
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Publication of CA2861071A1 publication Critical patent/CA2861071A1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4174—Arylalkylimidazoles, e.g. oxymetazolin, naphazoline, miconazole
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P23/00—Anaesthetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Anesthesiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Steroid Compounds (AREA)
CA2861071A 2012-01-13 2013-01-11 Etomidate and metomidate derivatives and their use as anesthetics Active CA2861071C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201261586450P 2012-01-13 2012-01-13
US61/586,450 2012-01-13
US201261622627P 2012-04-11 2012-04-11
US61/622,627 2012-04-11
PCT/US2013/021245 WO2013106717A1 (en) 2012-01-13 2013-01-11 Anesthetic compounds and related methods of use

Publications (2)

Publication Number Publication Date
CA2861071A1 CA2861071A1 (en) 2013-07-18
CA2861071C true CA2861071C (en) 2017-09-12

Family

ID=48781947

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2861071A Active CA2861071C (en) 2012-01-13 2013-01-11 Etomidate and metomidate derivatives and their use as anesthetics

Country Status (24)

Country Link
US (4) US9156825B2 (forum.php)
EP (2) EP3184512B1 (forum.php)
JP (1) JP6196986B2 (forum.php)
CN (2) CN107382812A (forum.php)
AU (1) AU2013207811B2 (forum.php)
BR (1) BR112014017230A2 (forum.php)
CA (1) CA2861071C (forum.php)
CY (1) CY1118842T1 (forum.php)
DK (1) DK2802325T3 (forum.php)
EA (1) EA027976B1 (forum.php)
ES (1) ES2617536T3 (forum.php)
HR (1) HRP20170330T1 (forum.php)
HU (1) HUE030892T2 (forum.php)
IN (1) IN2014DN06132A (forum.php)
LT (1) LT2802325T (forum.php)
NZ (1) NZ627274A (forum.php)
PL (1) PL2802325T3 (forum.php)
PT (1) PT2802325T (forum.php)
RS (1) RS56025B1 (forum.php)
SG (1) SG11201403980VA (forum.php)
SI (1) SI2802325T1 (forum.php)
SM (1) SMT201700145T1 (forum.php)
WO (1) WO2013106717A1 (forum.php)
ZA (1) ZA201405248B (forum.php)

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CN107445898A (zh) * 2016-05-30 2017-12-08 四川海思科制药有限公司 N‑取代咪唑羧酸酯类化合物及其制备方法和在医药上的用途
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CN107641105A (zh) * 2016-07-22 2018-01-30 四川海思科制药有限公司 N‑取代咪唑羧酸酯类化合物及其制备方法和在医药上的用途
CN106432163A (zh) * 2016-09-29 2017-02-22 山东东方农药科技实业有限公司 一种螺环内酯类化合物、其合成方法以及其用途
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CN109053410A (zh) * 2018-08-06 2018-12-21 兰博尔开封科技有限公司 一种合成1-羟基环己基甲酸的新工艺及应用
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CN109761906B (zh) * 2019-03-02 2023-08-11 成都麻沸散医药科技有限公司 一种取代咪唑甲酸酯类衍生物及其用途
CN110003188B (zh) * 2019-03-27 2022-08-26 成都麻沸散医药科技有限公司 取代吡咯甲酸酯类衍生物及其用途
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CN112174890B (zh) * 2020-10-09 2022-05-27 成都麻沸散医药科技有限公司 酮取代杂环化合物及其麻醉作用
CN110669017B (zh) * 2019-10-11 2023-08-04 成都麻沸散医药科技有限公司 多取代三唑甲酸酯类衍生物及其用途
US20230054458A1 (en) 2019-12-12 2023-02-23 Jiangsu Hengrui Medicine Co., Ltd. Anti-claudin antibody-drug conjugate and pharmaceutical use thereof
CA3163130A1 (en) 2019-12-16 2021-06-24 Jiangsu Hengrui Medicine Co., Ltd. Anti-cea antibody-exatecan analog conjugate and pharmaceutical use thereof
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RS56025B1 (sr) 2017-09-29
JP6196986B2 (ja) 2017-09-13
US9820971B2 (en) 2017-11-21
IN2014DN06132A (forum.php) 2015-08-14
EP2802325A1 (en) 2014-11-19
EP3184512A1 (en) 2017-06-28
AU2013207811B2 (en) 2017-08-10
US20150203476A1 (en) 2015-07-23
CN104168899A (zh) 2014-11-26
EA027976B1 (ru) 2017-09-29
DK2802325T3 (en) 2017-03-13
US20180098968A1 (en) 2018-04-12
CN107382812A (zh) 2017-11-24
HUE030892T2 (hu) 2017-07-28
CY1118842T1 (el) 2018-01-10
US20170273951A1 (en) 2017-09-28
SMT201700145T1 (it) 2017-05-08
HRP20170330T1 (hr) 2017-04-21
BR112014017230A2 (pt) 2020-11-24
LT2802325T (lt) 2017-03-10
WO2013106717A1 (en) 2013-07-18
US10154991B2 (en) 2018-12-18
US20150328189A1 (en) 2015-11-19
CA2861071A1 (en) 2013-07-18
AU2013207811A1 (en) 2014-07-31
US9522136B2 (en) 2016-12-20
SI2802325T1 (sl) 2017-04-26
ES2617536T3 (es) 2017-06-19
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