PH12014502743B1 - Carbamate/urea derivatives - Google Patents

Carbamate/urea derivatives Download PDF

Info

Publication number: PH12014502743B1
Authority: PH; Philippines
Prior art keywords: carboxylate; compound; piperidin; dihydropyridazin; formula
Prior art date: 2012-07-20

Application number

PH12014502743A

Other languages

English (en)

Other versions

PH12014502743A1 (en

Inventor

Auberson Yves

Bock Mark Gary

Braga Dario

Curzi Marco

Dodd Stephanie Kay

Giaffreda Stefano Luca

Jiang Haiyang

Karpinski Piotr

Thomas J Troxler

Wang Tielin

Wang Xiaoyang

Zhang Xuechun

Original Assignee

Novartis Ag

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.)

2012-07-20

Filing date

2014-12-05

Publication date

2015-02-02

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=49263333&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PH12014502743(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2014-12-05 Application filed by Novartis Ag filed Critical Novartis Ag

2015-02-02 Publication of PH12014502743A1 publication Critical patent/PH12014502743A1/en

2015-02-02 Publication of PH12014502743B1 publication Critical patent/PH12014502743B1/en

Links

150000004657 carbamic acid derivatives Chemical class 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 245
150000003839 salts Chemical class 0.000 claims abstract description 77
238000002360 preparation method Methods 0.000 claims abstract description 23
239000003814 drug Substances 0.000 claims abstract description 20
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 96
239000007787 solid Substances 0.000 claims description 73
208000035475 disorder Diseases 0.000 claims description 60
-1 1-(1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)piperidin-4-yl Chemical group 0.000 claims description 45
102000004384 Histamine H3 receptors Human genes 0.000 claims description 43
108090000981 Histamine H3 receptors Proteins 0.000 claims description 43
206010016256 fatigue Diseases 0.000 claims description 38
229910052736 halogen Inorganic materials 0.000 claims description 38
150000002367 halogens Chemical class 0.000 claims description 38
HRHRDQYFKULMGY-UHFFFAOYSA-N 4-cyclobutylpiperazine-1-carboxylic acid Chemical compound C1CN(C(=O)O)CCN1C1CCC1 HRHRDQYFKULMGY-UHFFFAOYSA-N 0.000 claims description 37
201000010099 disease Diseases 0.000 claims description 36
201000003631 narcolepsy Diseases 0.000 claims description 34
BVUJMFFRMZRNAT-UHFFFAOYSA-N [1-(1-methyl-6-oxopyridazin-3-yl)piperidin-4-yl] 4-cyclobutylpiperazine-1-carboxylate Chemical compound C1=CC(=O)N(C)N=C1N1CCC(OC(=O)N2CCN(CC2)C2CCC2)CC1 BVUJMFFRMZRNAT-UHFFFAOYSA-N 0.000 claims description 30
150000001721 carbon Chemical group 0.000 claims description 30
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 28
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238000011282 treatment Methods 0.000 claims description 27
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239000001257 hydrogen Substances 0.000 claims description 25
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239000008194 pharmaceutical composition Substances 0.000 claims description 19
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150000007942 carboxylates Chemical class 0.000 claims description 9
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TYQXTWOOOKDKPO-UHFFFAOYSA-N piperidin-4-yl 4-propan-2-ylpiperazine-1-carboxylate Chemical compound C1CN(C(C)C)CCN1C(=O)OC1CCNCC1 TYQXTWOOOKDKPO-UHFFFAOYSA-N 0.000 claims description 7
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YKCJYAREOHAWGY-UHFFFAOYSA-N 4-cyclopropylpiperazine-1-carboxylic acid Chemical compound C1CN(C(=O)O)CCN1C1CC1 YKCJYAREOHAWGY-UHFFFAOYSA-N 0.000 claims 1
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QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 20
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JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
239000012443 tonicity enhancing agent Substances 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
230000009466 transformation Effects 0.000 description 1
230000007704 transition Effects 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
229960000281 trometamol Drugs 0.000 description 1
238000003828 vacuum filtration Methods 0.000 description 1
231100000889 vertigo Toxicity 0.000 description 1
230000012043 vestibular reflex Effects 0.000 description 1
230000004584 weight gain Effects 0.000 description 1
235000019786 weight gain Nutrition 0.000 description 1
238000009736 wetting Methods 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- 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
- C07D401/14—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 three or more hetero rings
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
- 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
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
- 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/13—Dicarboxylic acids
- C07C57/15—Fumaric acid
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/235—Saturated compounds containing more than one carboxyl group
- C07C59/245—Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
- C07C59/265—Citric acid
- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
- 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
- C07D403/14—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 three or more hetero rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Life Sciences & Earth Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Bioinformatics & Cheminformatics (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Engineering & Computer Science (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Immunology (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Plural Heterocyclic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Hydrogenated Pyridines (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

PH12014502743A 2012-07-20 2014-12-05 Carbamate/urea derivatives PH12014502743B1 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CN2012078933		2012-07-20
CN2013078309		2013-06-28
PCT/IB2013/055916 WO2014013469A1 (en)	2012-07-20	2013-07-18	Carbamate/urea derivatives

Publications (2)

Publication Number	Publication Date
PH12014502743A1 PH12014502743A1 (en)	2015-02-02
PH12014502743B1 true PH12014502743B1 (en)	2015-02-02

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Application Number	Title	Priority Date	Filing Date
PH12014502743A PH12014502743B1 (en)	2012-07-20	2014-12-05	Carbamate/urea derivatives

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US (4)	US9034874B2 (2)
EP (1)	EP2875016B1 (2)
JP (1)	JP6203841B2 (2)
KR (1)	KR102150739B1 (2)
CN (1)	CN104470911B (2)
AP (1)	AP3710A (2)
AR (1)	AR092354A1 (2)
AU (1)	AU2013291617B2 (2)
BR (1)	BR112015001207B1 (2)
CA (1)	CA2878006C (2)
CL (1)	CL2015000056A1 (2)
CO (1)	CO7170173A2 (2)
CR (1)	CR20150019A (2)
CU (1)	CU24248B1 (2)
CY (1)	CY1119492T1 (2)
DK (1)	DK2875016T3 (2)
EA (1)	EA026091B1 (2)
ES (1)	ES2648512T3 (2)
GT (1)	GT201500012A (2)
HR (1)	HRP20171692T1 (2)
HU (1)	HUE035592T2 (2)
IL (1)	IL236656A (2)
IN (1)	IN2014DN10449A (2)
JO (1)	JO3439B1 (2)
LT (1)	LT2875016T (2)
MX (1)	MX362059B (2)
MY (1)	MY168752A (2)
NO (1)	NO2875016T3 (2)
NZ (1)	NZ702346A (2)
PE (1)	PE20151155A1 (2)
PH (1)	PH12014502743B1 (2)
PL (1)	PL2875016T3 (2)
PT (1)	PT2875016T (2)
RS (1)	RS56479B1 (2)
SG (2)	SG11201408020RA (2)
SI (1)	SI2875016T1 (2)
TN (1)	TN2014000497A1 (2)
TW (1)	TWI597276B (2)
UY (1)	UY34921A (2)
WO (1)	WO2014013469A1 (2)
ZA (1)	ZA201408805B (2)

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US20200147093A1 (en)	2018-10-15	2020-05-14	Axsome Therapeutics, Inc.	Use of esreboxetine to treat nervous system disorders such as fibromyalgia
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US12616702B2 (en)	2019-12-03	2026-05-05	Axsome Therapeutics, Inc.	Use of reboxetine to treat narcolepsy
EP4251148A1 (en)	2020-11-27	2023-10-04	Richter Gedeon Nyrt.	Histamine h3 receptor antagonists/inverse agonists for the treatment of autism spectrum disorder
US12565478B1 (en)	2025-01-21	2026-03-03	Axsome Therapeutics, Inc.	(S)-2-((S)-(2-ethoxyphenoxy)(phenyl)methyl)-4-nitrosomorpholine

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US9034874B2 (en)	2012-07-20	2015-05-19	Novartis Ag	Carbamate/urea derivatives

2013
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2014
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2016
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Also Published As

Publication number	Publication date
TN2014000497A1 (en)	2016-03-30
MX2015000903A (es)	2015-04-10
MX362059B (es)	2019-01-07
IL236656A (en)	2017-12-31
IL236656A0 (en)	2015-02-26
CL2015000056A1 (es)	2015-03-20
PH12014502743A1 (en)	2015-02-02
CN104470911B (zh)	2018-04-06
MY168752A (en)	2018-11-30
CY1119492T1 (el)	2018-03-07
AP2014008109A0 (en)	2014-12-31
AR092354A1 (es)	2015-04-15
JP6203841B2 (ja)	2017-09-27
HRP20171692T1 (hr)	2017-12-15
JO3439B1 (ar)	2019-10-20
CA2878006A1 (en)	2014-01-23
TWI597276B (zh)	2017-09-01
US9273026B2 (en)	2016-03-01
AU2013291617A1 (en)	2015-01-15
PE20151155A1 (es)	2015-08-05
BR112015001207A8 (pt)	2018-01-16
HUE035592T2 (en)	2018-05-28
NZ702346A (en)	2017-06-30
CA2878006C (en)	2020-10-27
US9624192B2 (en)	2017-04-18
KR102150739B1 (ko)	2020-09-02
IN2014DN10449A (2)	2015-08-21
US9034874B2 (en)	2015-05-19
PL2875016T3 (pl)	2018-01-31
ZA201408805B (en)	2016-08-31
CR20150019A (es)	2015-05-04
CO7170173A2 (es)	2015-01-28
US20170275264A1 (en)	2017-09-28
US20140163036A1 (en)	2014-06-12
AU2013291617B2 (en)	2015-10-01
PT2875016T (pt)	2017-11-30
US20160244426A1 (en)	2016-08-25
RS56479B1 (sr)	2018-01-31
GT201500012A (es)	2017-11-09
EP2875016B1 (en)	2017-08-23
BR112015001207A2 (pt)	2017-08-01
EP2875016A1 (en)	2015-05-27
US20150218127A1 (en)	2015-08-06
UY34921A (es)	2014-02-28
KR20150036081A (ko)	2015-04-07
EA026091B1 (ru)	2017-02-28
EA201590250A1 (ru)	2015-05-29
ES2648512T3 (es)	2018-01-03
SI2875016T1 (sl)	2017-11-30
HK1204609A1 (en)	2015-11-27
LT2875016T (lt)	2017-11-10
CU24248B1 (es)	2017-02-02
NO2875016T3 (2)	2018-01-20
BR112015001207B1 (pt)	2022-08-09
WO2014013469A1 (en)	2014-01-23
CU20150006A7 (es)	2016-02-29
SG11201408020RA (en)	2015-03-30
JP2015522606A (ja)	2015-08-06
DK2875016T3 (da)	2017-11-27
TW201408656A (zh)	2014-03-01
CN104470911A (zh)	2015-03-25
SG10201700188PA (en)	2017-02-27
AP3710A (en)	2016-05-31

Publication	Publication Date	Title
EP2875016B1 (en)	2017-08-23	Carbamate/urea derivatives
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