Amino-heteroaryl derivatives as HCN blockers

Simon James Anthony Grove (Inventor), Angus John Morrison (Inventor), Craig Jamieson (Inventor), Ronald Palin (Inventor), John Kinnaird Ferguson. Maclean (Inventor)

Research output: Patent

Abstract

The invention relates to amino-heteroaryl derivs. of formula I or a pharmaceutically acceptable salt for the treatment of pain, such as neuropathic pain or inflammatory pain. Compds. I, wherein Ar is Ph or a 6-membered heteroaryl group contg. 1 or 2 nitrogen atoms; X is O, S or alkylamino; R2 and R3 are independent C1-4 alkyl; C1-4 halo-substituted alkyl; (C1-4)alkyloxy(C1-4)alkyl, etc.; Y1, Y2 and Y3 are independent CH or N with the proviso that at least one of them is N and that when Y3 is N, Y is N; R4 and R5 are independent H, C1-4 alyl, halo-substituted C1-4 alkyl, etc.; their pharmaceutically acceptable salts are claimed. Compd. II was prepd. by cyclocondensation of 1-(dimethylamino)-4,4-dimethoxypent-1-en-3-one and guanidine hydrochloride; the resulting 4-(1,1-dimethoxyethyl)pyrimidin-2-amine underwent hydrolysis; the resulting 1-(2-aminopyrimidin-4-yl)ethanone underwent asym. redn.; the resulting (S)-1-(2-aminopyrimidin-4-yl)ethanol underwent reaction with 3-fluorophenol to give II. [on SciFinder(R)]
LanguageEnglish
Patent numberWO2011076723A1
IPCPCT/EP2010/070213
Publication statusPublished - 30 Jun 2011

Fingerprint

Salts
Pain
Guanidine
Neuralgia
Amines
Hydrolysis
Ethanol
Nitrogen
Therapeutics
3-fluorophenol

Keywords

  • amino-heteroaryl derivatives
  • HCN blockers
  • patent

Cite this

Grove, S. J. A., Morrison, A. J., Jamieson, C., Palin, R., & Maclean, J. K. F. (2011). IPC No. PCT/EP2010/070213. Amino-heteroaryl derivatives as HCN blockers. (Patent No. WO2011076723A1).
Grove, Simon James Anthony (Inventor) ; Morrison, Angus John (Inventor) ; Jamieson, Craig (Inventor) ; Palin, Ronald (Inventor) ; Maclean, John Kinnaird Ferguson. (Inventor). / Amino-heteroaryl derivatives as HCN blockers. IPC No.: PCT/EP2010/070213. Patent No.: WO2011076723A1.
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abstract = "The invention relates to amino-heteroaryl derivs. of formula I or a pharmaceutically acceptable salt for the treatment of pain, such as neuropathic pain or inflammatory pain. Compds. I, wherein Ar is Ph or a 6-membered heteroaryl group contg. 1 or 2 nitrogen atoms; X is O, S or alkylamino; R2 and R3 are independent C1-4 alkyl; C1-4 halo-substituted alkyl; (C1-4)alkyloxy(C1-4)alkyl, etc.; Y1, Y2 and Y3 are independent CH or N with the proviso that at least one of them is N and that when Y3 is N, Y is N; R4 and R5 are independent H, C1-4 alyl, halo-substituted C1-4 alkyl, etc.; their pharmaceutically acceptable salts are claimed. Compd. II was prepd. by cyclocondensation of 1-(dimethylamino)-4,4-dimethoxypent-1-en-3-one and guanidine hydrochloride; the resulting 4-(1,1-dimethoxyethyl)pyrimidin-2-amine underwent hydrolysis; the resulting 1-(2-aminopyrimidin-4-yl)ethanone underwent asym. redn.; the resulting (S)-1-(2-aminopyrimidin-4-yl)ethanol underwent reaction with 3-fluorophenol to give II. [on SciFinder(R)]",
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Grove, SJA, Morrison, AJ, Jamieson, C, Palin, R & Maclean, JKF 2011, Amino-heteroaryl derivatives as HCN blockers, Patent No. WO2011076723A1, IPC No. PCT/EP2010/070213.

Amino-heteroaryl derivatives as HCN blockers. / Grove, Simon James Anthony (Inventor); Morrison, Angus John (Inventor); Jamieson, Craig (Inventor); Palin, Ronald (Inventor); Maclean, John Kinnaird Ferguson. (Inventor).

IPC No.: PCT/EP2010/070213. Patent No.: WO2011076723A1.

Research output: Patent

TY - PAT

T1 - Amino-heteroaryl derivatives as HCN blockers

AU - Grove, Simon James Anthony

AU - Morrison, Angus John

AU - Jamieson, Craig

AU - Palin, Ronald

AU - Maclean, John Kinnaird Ferguson.

N1 - M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2011:820968(Patent)

PY - 2011/6/30

Y1 - 2011/6/30

N2 - The invention relates to amino-heteroaryl derivs. of formula I or a pharmaceutically acceptable salt for the treatment of pain, such as neuropathic pain or inflammatory pain. Compds. I, wherein Ar is Ph or a 6-membered heteroaryl group contg. 1 or 2 nitrogen atoms; X is O, S or alkylamino; R2 and R3 are independent C1-4 alkyl; C1-4 halo-substituted alkyl; (C1-4)alkyloxy(C1-4)alkyl, etc.; Y1, Y2 and Y3 are independent CH or N with the proviso that at least one of them is N and that when Y3 is N, Y is N; R4 and R5 are independent H, C1-4 alyl, halo-substituted C1-4 alkyl, etc.; their pharmaceutically acceptable salts are claimed. Compd. II was prepd. by cyclocondensation of 1-(dimethylamino)-4,4-dimethoxypent-1-en-3-one and guanidine hydrochloride; the resulting 4-(1,1-dimethoxyethyl)pyrimidin-2-amine underwent hydrolysis; the resulting 1-(2-aminopyrimidin-4-yl)ethanone underwent asym. redn.; the resulting (S)-1-(2-aminopyrimidin-4-yl)ethanol underwent reaction with 3-fluorophenol to give II. [on SciFinder(R)]

AB - The invention relates to amino-heteroaryl derivs. of formula I or a pharmaceutically acceptable salt for the treatment of pain, such as neuropathic pain or inflammatory pain. Compds. I, wherein Ar is Ph or a 6-membered heteroaryl group contg. 1 or 2 nitrogen atoms; X is O, S or alkylamino; R2 and R3 are independent C1-4 alkyl; C1-4 halo-substituted alkyl; (C1-4)alkyloxy(C1-4)alkyl, etc.; Y1, Y2 and Y3 are independent CH or N with the proviso that at least one of them is N and that when Y3 is N, Y is N; R4 and R5 are independent H, C1-4 alyl, halo-substituted C1-4 alkyl, etc.; their pharmaceutically acceptable salts are claimed. Compd. II was prepd. by cyclocondensation of 1-(dimethylamino)-4,4-dimethoxypent-1-en-3-one and guanidine hydrochloride; the resulting 4-(1,1-dimethoxyethyl)pyrimidin-2-amine underwent hydrolysis; the resulting 1-(2-aminopyrimidin-4-yl)ethanone underwent asym. redn.; the resulting (S)-1-(2-aminopyrimidin-4-yl)ethanol underwent reaction with 3-fluorophenol to give II. [on SciFinder(R)]

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KW - HCN blockers

KW - patent

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ER -

Grove SJA, Morrison AJ, Jamieson C, Palin R, Maclean JKF, inventors. Amino-heteroaryl derivatives as HCN blockers. PCT/EP2010/070213. 2011 Jun 30.