Atropine

Parasympatholytic, Muscarinic antagonist || Purified from Atropa belladonna, Datura stramonium...but found in other plants, mainly solanaceae, anticholinergic (muscarinic)competitive antagonist at central and peripheral cholinergic synapses. || sulfate salt (C17H23NO3)2.H2SO4 MW 676.8 cas 5908-99-6. || 1-hyoscyamine is the name of the active enantiomer

General

Type : Not A\/B H target, Muscarinic antagonist, Drug, Alkaloid, Natural, Azabicyclo, Propionate

Chemical_Nomenclature : endo-(+\/-)-alpha-(Hydroxymethyl)benzene-acetic acid 8-azabicyclo[3.2.1]oct-3-yl ester

Canonical SMILES : CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3.OS(=O)(=O)O || CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3

InChI : InChI=1S\/C17H23NO3.H2O4S\/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12\;1-5(2,3)4\/h2-6,13-16,19H,7-11H2,1H3\;(H2,1,2,3,4) || InChI=1S\/C17H23NO3\/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12\/h2-6,13-16,19H,7-11H2,1H3\/t13?,14?,15?,16-\/m0\/s1 || InChI=1S\/C17H23NO3\/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12\/h2-6,13-16,19H,7-11H2,1H3\/t13-,14+,15?,16-\/m0\/s1

InChIKey : VJFQPODMEGSXHC-UHFFFAOYSA-N || RKUNBYITZUJHSG-AUSYRVNMSA-N || RKUNBYITZUJHSG-QXULXFAOSA-N

Other name(s) : Ekomine  ||  Harvatrat  ||  Sulfatropinol  ||  hyoscyamine  ||  genatropin  ||  barbidonna  ||  atropen  ||  eyesules  ||  atropine metonitrate  ||  pylostropin  ||  Hyoscyamine (D)-  ||  HSDB 3553  ||  (+)-Atropine  ||  R-(+)-Hyoscyamine  ||  BRN 0091258  ||  (+)-Hyoscyamine  ||  Tropan-3alpha-yl  ||  (2R)-3-hydroxy-2-phenylpropanoate  ||  (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl  ||  1-hyoscyamine


MW : 289.4

Formula : C17H23NO3

CAS_number : 51-55-8

PubChem : 17184,    25817,    637577

UniChem : VJFQPODMEGSXHC-UHFFFAOYSA-N,    RKUNBYITZUJHSG-AUSYRVNMSA-N,    RKUNBYITZUJHSG-QXULXFAOSA-N

IUPHAR : 320

Wikipedia : Atropine

Target

Families : Atropine ligand of proteins in family
ACHE

References (17)

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Title : Nerve agent poisoning in primates: antilethal, anti-epileptic and neuroprotective effects of GK-11 - Lallement_1998_Arch.Toxicol_72_84
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Title : Effects of four anticholinesterase-anticholinergic combinations and tracheal extubation on QTc interval of the ECG, heart rate and arterial pressure - Saarnivaara_1998_Acta.Anaesthesiol.Scand_42_460
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PubMedSearch : Saarnivaara_1998_Acta.Anaesthesiol.Scand_42_460
PubMedID: 9563867

Title : Paraoxon: cholinesterase-independent stimulation of transmitter release and selective block of ligand-gated ion channels in cultured hippocampal neurons - Rocha_1996_J.Pharmacol.Exp.Ther_278_1175
Author(s) : Rocha ES , Swanson KL , Aracava Y , Goolsby JE , Maelicke A , Albuquerque EX
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Title : Cholinergic regulation of neurite outgrowth from isolated chick sympathetic neurons in culture - Small_1995_J.Neurosci_15_144
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PubMedID: 7823125

Title : Effect of atropine and bispyridinium oximes on respiratory and circulatory function in guinea-pigs poisoned by sarin - Worek_1995_Toxicology_95_123
Author(s) : Worek F , Kirchner T , Szinicz L
Ref : Toxicology , 95 :123 , 1995
Abstract :
PubMedSearch : Worek_1995_Toxicology_95_123
PubMedID: 7825179

Title : Accumulation of enkephalin, proenkephalin mRNA, and neuropeptide Y in immunologically denervated rat adrenal glands: evidence for divergent peptide regulation - Brimijoin_1995_J.Neurochem_64_1281
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PubMedID: 7861161

Title : Prognostic value of serum cholinesterase in organophosphate poisoning - Nouira_1994_Chest_106_1811
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PubMedSearch : Nouira_1994_Chest_106_1811
PubMedID: 7988206

Title : Correlation of time course of blood cholinesterase activity and toxic manifestations of acute methylparathion in antidote treated rats - Venkataraman_1994_Ind.J.Physiol.Pharmacol_38_214
Author(s) : Venkataraman BV , Rani MA , Andrade C , Joseph T
Ref : Indian Journal of Physiology & Pharmacology , 38 :214 , 1994
Abstract :
PubMedSearch : Venkataraman_1994_Ind.J.Physiol.Pharmacol_38_214
PubMedID: 7814086

Title : Emergency care of insecticide poisonings - Hillman_1994_J.Florida.Med.Assoc_81_750
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PubMedID: 7815041

Title : Study of respiratory failure in organophosphate and carbamate poisoning - Goswamy_1994_Heart.Lung_23_466
Author(s) : Goswamy R , Chaudhuri A , Mahashur AA
Ref : Heart & Lung , 23 :466 , 1994
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PubMedID: 7852061

Title : Primate performance decrements following acute soman exposure: failure of chemical countermeasures - Blick_1994_Pharmacol.Biochem.Behav_49_503
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Ref : Pharmacology, Biochemistry & Behavior , 49 :503 , 1994
Abstract :
PubMedSearch : Blick_1994_Pharmacol.Biochem.Behav_49_503
PubMedID: 7862701

Title : Age-related changes of cholinergic markers in the rat brain - Yufu_1994_Japan.J.Pharmacol_66_247
Author(s) : Yufu F , Egashira T , Yamanaka Y
Ref : Japanese Journal of Pharmacology , 66 :247 , 1994
Abstract :
PubMedSearch : Yufu_1994_Japan.J.Pharmacol_66_247
PubMedID: 7869609

Title : Effect of atropine, HLo 7 and HI 6 on respiratory and circulatory function in guinea-pigs poisoned by O-ethyl S-[2-(diisopropylamino) ethyl] methylphosponothioate (VX) - Worek_1994_Pharmacol.Toxicol_75_302
Author(s) : Worek F , Kirchner T , Szinicz L
Ref : Pharmacol Toxicol , 75 :302 , 1994
Abstract :
PubMedSearch : Worek_1994_Pharmacol.Toxicol_75_302
PubMedID: 7870702

Title : SR 46559A: a novel and potent muscarinic compound with no cholinergic syndrome - Kan_1993_Psychopharmacology_112_219
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Ref : Psychopharmacology , 112 :219 , 1993
Abstract :
PubMedSearch : Kan_1993_Psychopharmacology_112_219
PubMedID: 7871023

Title : [A study on acute organophosphorus poisoning--changes in the activity and isoenzyme patterns of serum cholinesterase in human poisoning]. [Japanese] - Yamanaka_1993_Japanese.J.Hyg_48_955
Author(s) : Yamanaka S , Yoshida M , Yamamura Y , Nishimura M , Takaesu Y
Ref : Nippon Eiseigaku Zasshi Japanese Journal of Hygiene , 48 :955 , 1993
Abstract :
PubMedSearch : Yamanaka_1993_Japanese.J.Hyg_48_955
PubMedID: 8107298

Title : Structure-activity relationship of reversible cholinesterase inhibitors including paraquat - Seto_1988_Arch.Toxicol_62_37
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Ref : Archives of Toxicology , 62 :37 , 1988
Abstract :
PubMedSearch : Seto_1988_Arch.Toxicol_62_37
PubMedID: 3190453