HLo-7

General

Type : Hagedorn Oxime, Oxime, Bispyridinium

Chemical_Nomenclature : 1-(((4-(aminocarbonyl)pyridinio)methoxy)methyl 2,4-bis((hydroxyimino)methyl pyridinium dimethanesulfonate CAS 145613-73-6, [(E)-[1-[(4-carbamoylpyridin-1-ium-1-yl)methoxymethyl]-2-[(E)-hydroxyiminomethyl]pyridin-4-ylidene]methyl]-oxoazanium\;diiodide

Canonical SMILES : C1=CN(C(=CC1=C[NH+]=O)C=NO)COC[N+]2=CC=C(C=C2)C(=O)N.[I-].[I-]

InChI : InChI=1S\/C15H15N5O4.2HI\/c16-15(21)13-2-4-19(5-3-13)10-24-11-20-6-1-12(8-17-22)7-14(20)9-18-23\;\;\/h1-9H,10-11H2,(H2-,16,21,22,23)\;2*1H

InChIKey : ABYVDBPOASKQRT-UHFFFAOYSA-N

Other name(s) : Hloe 7  ||  HLo 7  ||  HLo7  ||  UNII-E1MMP1J6IK  ||  Pyridinium, 1-(((4-(aminocarbonyl)pyridinio)methoxy)methyl)-2,4-bis((hydroxyimino)methyl)-, diodide


MW : 585.13

Formula : C15H17I2N5O4

CAS_number : 120103-35-7

PubChem : 135565587,    135398750,    135398751,    139031160,    135666469,    135545938,    108048,    135520674

UniChem : ABYVDBPOASKQRT-UHFFFAOYSA-N

Target

Structure : 6NEA, 2JEY, 2JEZ

Families : No family

References (24)

Title : Synthesis and Molecular Properties of Nerve Agent Reactivator HLo-7 Dimethanesulfonate - Hsu_2019_ACS.Med.Chem.Lett_10_761
Author(s) : Hsu FL , Bae SY , McGuire J , Anderson DR , Bester SM , Height JJ , Pegan SD , Walz AJ
Ref : ACS Med Chem Lett , 10 :761 , 2019
Abstract :
PubMedSearch : Hsu_2019_ACS.Med.Chem.Lett_10_761
PubMedID: 31097996
Gene_locus related to this paper: human-ACHE

Title : Evaluating the broad-spectrum efficacy of the acetylcholinesterase oximes reactivators MMB4 DMS, HLo-7 DMS, and 2-PAM Cl against phorate oxon, sarin, and VX in the Hartley guinea pig - Wilhelm_2018_Neurotoxicol_68_142
Author(s) : Wilhelm CM , Snider TH , Babin MC , Platoff GE, Jr. , Jett DA , Yeung DT
Ref : Neurotoxicology , 68 :142 , 2018
Abstract :
PubMedSearch : Wilhelm_2018_Neurotoxicol_68_142
PubMedID: 30056178

Title : HLo-7 - A review of acetylcholinesterase reactivator against organophosphorus intoxication - Psotka_2017_Mil.Med.Sci.Lett_86_70
Author(s) : Psotka M , Malinak D , Gorecki L , Nguyen TD , Soukup O , Jun D , Kuca K , Musilek K , Korabecny J
Ref : Military Medical Science Letters , 86 :70 , 2017
Abstract :
PubMedSearch : Psotka_2017_Mil.Med.Sci.Lett_86_70
PubMedID:

Title : On the universality of oxime Hl-7 - antidote for case of the nerve agent poisoning - Kuca_2011_Mil.Med.Sci.Lett_80_80
Author(s) : Kuca K , Musilek K , Karasova J , Jun D , Soukup O , Pohanka M , Ghosh KK , Hrabinova M
Ref : Military Medical Science Letters , 80 :80 , 2011
Abstract :
PubMedSearch : Kuca_2011_Mil.Med.Sci.Lett_80_80
PubMedID:

Title : Reactivation of tabun-hAChE investigated by structurally analogous oximes and mutagenesis - Artursson_2009_Toxicology_265_108
Author(s) : Artursson E , Akfur C , Hornberg A , Worek F , Ekstrom F
Ref : Toxicology , 265 :108 , 2009
Abstract :
PubMedSearch : Artursson_2009_Toxicology_265_108
PubMedID: 19761810

Title : Novel nerve-agent antidote design based on crystallographic and mass spectrometric analyses of tabun-conjugated acetylcholinesterase in complex with antidotes - Ekstrom_2007_Clin.Pharmacol.Ther_82_282
Author(s) : Ekstrom F , Astot C , Pang YP
Ref : Clinical Pharmacology & Therapeutics , 82 :282 , 2007
Abstract :
PubMedSearch : Ekstrom_2007_Clin.Pharmacol.Ther_82_282
PubMedID: 17443135
Gene_locus related to this paper: mouse-ACHE

Title : In vitro potency of H oximes (HI-6, HLo-7), the oxime BI-6, and currently used oximes (pralidoxime, obidoxime, trimedoxime) to reactivate nerve agent-inhibited rat brain acetylcholinesterase - Kuca_2006_J.Toxicol.Environ.Health.A_69_1431
Author(s) : Kuca K , Cabal J , Kassa J , Jun D , Hrabinova M
Ref : J Toxicol Environ Health A , 69 :1431 , 2006
Abstract :
PubMedSearch : Kuca_2006_J.Toxicol.Environ.Health.A_69_1431
PubMedID: 16766478

Title : A comparison of the potency of the oxime HLo-7 and currently used oximes (HI-6, pralidoxime, obidoxime) to reactivate nerve agent-inhibited rat brain acetylcholinesterase by in vitro methods - Kuca_2005_Acta.Medica.(Hradec.Kralove)_48_81
Author(s) : Kuca K , Cabal J , Kassa J , Jun D , Hrabinova M
Ref : Acta Medica (Hradec Kralove) , 48 :81 , 2005
Abstract :
PubMedSearch : Kuca_2005_Acta.Medica.(Hradec.Kralove)_48_81
PubMedID: 16259317

Title : A comparison of the efficacy of a new asymmetric bispyridinium oxime BI-6 with currently available oximes and H oximes against soman by in vitro and in vivo methods - Kassa_1999_Toxicology_132_111
Author(s) : Kassa J , Cabal J
Ref : Toxicology , 132 :111 , 1999
Abstract :
PubMedSearch : Kassa_1999_Toxicology_132_111
PubMedID: 10433374

Title : A comparison of the therapeutic efficacy of conventional and modern oximes against supralethal doses of highly toxic organophosphates in mice - Kassa_1998_Acta.Medica_41_19
Author(s) : Kassa J
Ref : Acta Medica , 41 :19 , 1998
Abstract :
PubMedSearch : Kassa_1998_Acta.Medica_41_19
PubMedID: 9588068

Title : Reactivating potency of obidoxime, pralidoxime, HI 6 and HLo 7 in human erythrocyte acetylcholinesterase inhibited by highly toxic organophosphorus compounds - Worek_1998_Arch.Toxicol_72_237
Author(s) : Worek F , Widmann R , Knopff O , Szinicz L
Ref : Archives of Toxicology , 72 :237 , 1998
Abstract :
PubMedSearch : Worek_1998_Arch.Toxicol_72_237
PubMedID: 9587020

Title : Inhibition, reactivation and aging kinetics of cyclohexylmethylphosphonofluoridate-inhibited human cholinesterases - Worek_1998_Arch.Toxicol_72_580
Author(s) : Worek F , Eyer P , Szinicz L
Ref : Archives of Toxicology , 72 :580 , 1998
Abstract :
PubMedSearch : Worek_1998_Arch.Toxicol_72_580
PubMedID: 9806430

Title : Reappraisal of indications and limitations of oxime therapy in organophosphate poisoning - Worek_1997_Hum.Exp.Toxicol_16_466
Author(s) : Worek F , Backer M , Thiermann H , Szinicz L , Mast U , Klimmek R , Eyer P
Ref : Hum Exp Toxicol , 16 :466 , 1997
Abstract :
PubMedSearch : Worek_1997_Hum.Exp.Toxicol_16_466
PubMedID: 9292287

Title : Pharmacokinetics of atropine in dogs after i.m. injection with newly developed dry\/wet combination autoinjectors containing HI 6 or HLo 7 - Thiermann_1996_Arch.Toxicol_70_293
Author(s) : Thiermann H , Radtke M , Spohrer U , Klimmek R , Eyer P
Ref : Archives of Toxicology , 70 :293 , 1996
Abstract :
PubMedSearch : Thiermann_1996_Arch.Toxicol_70_293
PubMedID: 8852700

Title : In vitro effects of toxogonin, HI-6 and HLo-7 on the release of [3H]acetylcholine from peripheral cholinergic nerves in rat airway smooth muscle - Aas_1996_Eur.J.Pharmacol_301_59
Author(s) : Aas P
Ref : European Journal of Pharmacology , 301 :59 , 1996
Abstract :
PubMedSearch : Aas_1996_Eur.J.Pharmacol_301_59
PubMedID: 8773447

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 : Efficacy of HI-6 and HLo-7 in preventing incapacitation following nerve agent poisoning - Melchers_1994_Pharmacol.Biochem.Behav_49_781
Author(s) : Melchers BP , Philippens IH , Wolthuis OL
Ref : Pharmacology, Biochemistry & Behavior , 49 :781 , 1994
Abstract :
PubMedSearch : Melchers_1994_Pharmacol.Biochem.Behav_49_781
PubMedID: 7886087

Title : Comparison of the therapeutic effects and pharmacokinetics of HI-6, HLo-7, HGG-12, HGG-42 and obidoxime following non-reactivatable acetylcholinesterase inhibition in rats - van Helden_1994_Arch.Toxicol_68_224
Author(s) : van Helden HP , van der Wiel HJ , Zijlstra JJ , Melchers BP , Busker RW
Ref : Archives of Toxicology , 68 :224 , 1994
Abstract :
PubMedSearch : van Helden_1994_Arch.Toxicol_68_224
PubMedID: 8067894

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 : Atropine and oxime treatment in lethal soman poisoning of anaesthetized guinea-pigs: HLo 7 dimethanesulfonate versus HI 6 dichloride - Worek_1993_Pharmacol.Toxicol_72_13
Author(s) : Worek F , Szinicz L
Ref : Pharmacol Toxicol , 72 :13 , 1993
Abstract :
PubMedSearch : Worek_1993_Pharmacol.Toxicol_72_13
PubMedID: 8441735

Title : Investigation of acute cardiovascular and respiratory toxicity of HLo 7 dimethanesulfonate and HI 6 dichloride in anaesthetized guinea-pigs - Worek_1993_Pharmacol.Toxicol_73_91
Author(s) : Worek F , Szinicz L
Ref : Pharmacol Toxicol , 73 :91 , 1993
Abstract :
PubMedSearch : Worek_1993_Pharmacol.Toxicol_73_91
PubMedID: 8248012

Title : HLo 7 dimethanesulfonate, a potent bispyridinium-dioxime against anticholinesterases - Eyer_1992_Arch.Toxicol_66_603
Author(s) : Eyer P , Hagedorn I , Klimmek R , Lippstreu P , Loffler M , Oldiges H , Spohrer U , Steidl I , Szinicz L , Worek F
Ref : Archives of Toxicology , 66 :603 , 1992
Abstract :
PubMedSearch : Eyer_1992_Arch.Toxicol_66_603
PubMedID: 1482283

Title : A new H-oxime restores rat diaphragm contractility after esterase inhibition in vitro - Alberts_1990_Eur.J.Pharmacol_184_191
Author(s) : Alberts P
Ref : European Journal of Pharmacology , 184 :191 , 1990
Abstract :
PubMedSearch : Alberts_1990_Eur.J.Pharmacol_184_191
PubMedID: 2209712

Title : The bispyridinium-dioxime HLo-7. A potent reactivator for acetylcholinesterase inhibited by the stereoisomers of tabun and soman - De Jong_1989_Biochem.Pharmacol_38_633
Author(s) : De Jong LP , Verhagen MA , Langenberg JP , Hagedorn I , Loffler M
Ref : Biochemical Pharmacology , 38 :633 , 1989
Abstract :
PubMedSearch : De Jong_1989_Biochem.Pharmacol_38_633
PubMedID: 2917018