N-p-phenylazophenylcarbamylcholine

Open-channel blocker (local anesthetic) cis conformation most active

General

Type : Photoswitch, Trimethylammonium, Not A\/B H target, Nicotinic agonist

Chemical_Nomenclature : trimethyl-[2-[(4-phenyldiazenylphenyl)carbamoyloxy]ethyl]azanium\;iodide

Canonical SMILES : C[N+](C)(C)CCOC(=O)NC1=CC=C(C=C1)N=NC2=CC=CC=C2.[I-]

InChI : InChI=1S\/C18H22N4O2.HI\/c1-22(2,3)13-14-24-18(23)19-15-9-11-17(12-10-15)21-20-16-7-5-4-6-8-16\;\/h4-12H,13-14H2,1-3H3\;1H

InChIKey : CLDSCTOEEKXOSU-UHFFFAOYSA-N || YSXJRIYPAVANCT-UHFFFAOYSA-O

Other name(s) : PAPC  ||  PAPF  ||  PADPCC  ||  EW 1  ||  EW-1  ||  N-p-Phenylazophenylcarbamylcholine iodide  ||  N,N,N-Trimethyl-2-((((4-(phenylazo)phenyl)amino)carbon yl)oxy)ethanaminium, iodide


MW : 454.3

Formula : C18H23IN4O2

CAS_number : 29739-76-2

PubChem : 193659,    193660

UniChem : CLDSCTOEEKXOSU-UHFFFAOYSA-N,    YSXJRIYPAVANCT-UHFFFAOYSA-O

Target

References (5)

Title : Physiological and pharmacological manipulations with light flashes -
Author(s) : Lester HA , Nerbonne JM
Ref : Annu Rev Biophys Bioeng , 11 :151 , 1982
PubMedID: 7049061

Title : Electrophysiological experiments with photoisomerizable cholinergic compounds: review and progress report -
Author(s) : Lester HA , Nass MM , Krouse ME , Nerbonne JM , Wassermann NH , Erlanger BF
Ref : Annals of the New York Academy of Sciences , 346 :475 , 1980
PubMedID: 6247953

Title : Photoregulation of biological activity by photochromic reagents. Inactivators of acetylcholinesterase - Bieth_1973_Biochemistry_12_3023
Author(s) : Bieth J , Vratsanos SM , Wassermann NH , Cooper AG , Erlanger BF
Ref : Biochemistry , 12 :3023 , 1973
Abstract :
PubMedSearch : Bieth_1973_Biochemistry_12_3023
PubMedID: 4738308

Title : Photoregulation of biological activity by photocromic reagents. II. Inhibitors of acetylcholinesterase - Bieth_1969_Proc.Natl.Acad.Sci.U.S.A_64_1103
Author(s) : Bieth J , Vratsanos SM , Wassermann N , Erlanger BF
Ref : Proc Natl Acad Sci U S A , 64 :1103 , 1969
Abstract :
PubMedSearch : Bieth_1969_Proc.Natl.Acad.Sci.U.S.A_64_1103
PubMedID: 5264140

Title : Photoregulation of an enzymic process by means of a light-sensitive ligand - Kaufman_1968_Science_162_1487
Author(s) : Kaufman H , Vratsanos SM , Erlanger BF
Ref : Science , 162 :1487 , 1968
Abstract :
PubMedSearch : Kaufman_1968_Science_162_1487
PubMedID: 5700068