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Neostigminmethylsulfat

Neostigmine Methylsulfate

HCID 5824
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Grundinformationen

CAS
51-60-5
Standard-SMILES
CN(C)C(=O)Oc1cccc([N+](C)(C)C)c1.COS(=O)(=O)[O-]
InChIKey
OSZNNLWOYWAHSS-UHFFFAOYSA-M
Summenformel
C13H22N2O6S
Durchschnittliche Molmasse
334,39 g/mol
Monoisotopische Masse
334,11985742

Überblick

Neostigmine methyl sulfate is an arylammonium sulfate salt. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor.

Namen und Bezeichner

Bevorzugter Name
Neostigmine Methylsulfate
IUPAC
[3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium;methyl sulfate
Lokaler Name
Neostigminmethylsulfat
Englischer Name
Neostigmine Methyl Sulfate
Summenformel
C12H19N2O2.CH3O4S
Molmasse
334.39

Namen und Synonyme

Neostigmine methyl sulfate51-60-5NEOSTIGMINE METHYLSULFATENeostigmine metilsulfateSyntostigminNeostigmine methylsulphateProserineIntrastigminaBloxiverz(m-Hydroxyphenyl)trimethylammonium methyl sulfate dimethylcarbamateNSC-93753Neostigmini metilsulfas
Weitere Namen anzeigen
NEOSTIGMINE METHYL SULPHATEhodostinvagostigminNEOSTIGIMINE BROMIDE3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZAMINIUM BROMIDEGD-65ar-32sb-23Stiglyn
98IMH7M386Benzenaminium, 3-(((dimethylamino)carbonyl)oxy)-N,N,N-trimethyl-, methyl sulfateCHEBI:7516DTXSID40199003PREVDUO COMPONENT NEOSTIGMINE METHYLSULFATERobinul-neostigStiglyn 1:500RefChem:55702

Datenbank-Bezeichner

CAS
51-60-5

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
104 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
3
Schwere Atome
22
Formalladung
0
Komplexität
337

Experimentelle und physikochemische Eigenschaften

Solubility>50.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 3 Einträge

Breast Feeding; Lactation; Milk, Human; Cholinesterase Inhibitors; Parasympathomimetics

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsFDA approved animal drugs -> Active ingredient

Physikochemische Eigenschaften

Schmelzpunkt
175 · 175-177 °C(lit.)
storage temp.
-20 °C · -20°C
Löslichkeit
2 O: · H2O: 1 g/mL
Aggregatzustand
powder
Farbe
white
Wasserlöslichkeit
1 g/10mL · 1g/10mL
Merck
14 · 14,6464
InChI
InChI=1S/C12H19N2O2.CH4O4S/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;1-5-6(2,3)4/h6-9H,1-5H3;1H3,(H,2,3,4)/q+1;/p-1
InChIKey

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H300 (43.4%): Fatal if swallowed [Danger Acute toxicity, oral]

P233, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P342+P316, P361+P364, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 99 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 2 (43.4%)

Toxikologische Informationen

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Sicherheitsdaten

wgk
3
ridadr
UN 2811 6.1/PG 2
hs_code
29242990
RTECS-Nr.
CY1225000
risk_code
28-36/37/38-42/43-26/27/28
Toxizität
LD50 in mice (mg/kg): 0.16 i.v.; 0.42 s.c.; 7.5 orally, (Randall, Lehmann)
hazard_code
T+
safety_code
36-45-36/37/39-28A
hazard_class
6.1(a)
packing_group

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 2 Einträge

NEOSTIGMINE METHYLSULFATE

Cholinesterase Inhibitor [EPC]; Cholinesterase Inhibitors [MoA]

MeSH Pharmacological Classification · 2 Einträge

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here.

Anwendungen · 2 Einträge

BeschreibungNeostigmine is a reversible inhibitor of acetylcholinesterase (AChE; Kd = 260 μM). In a rat model of knee joint inflammation, intrathecal administration of neostigmine (2-30 μg) increases endogenous acetylcholine levels and dose-dependently increases the latency of paw withdrawal in response to thermal and mechanical stimuli (ED50s = 6.6 and 3.5 μg, respectively). Neostigmine (5 μg, i.p.) restores muscle action potentials in mice with a thymopoietin-induced neuromuscular block. Formulations containing neostigmine have been used in the treatment of myasthenia gravis and Ogilvie syndrome.

VerwendenCholinergic; miotic; antidote (curare)

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

3-Dimethylaminophenol

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
PubChem CID
5824
DTXSID
DTXSID40199003
ChEMBL
CHEMBL211471
ChEBI
CHEBI:7516
UNII
98IMH7M386
EC Number
200-109-5
OSZNNLWOYWAHSS-UHFFFAOYSA-M
SMILES
C1(OC(=O)N(C)C)C=CC=C([N+](C)(C)C)C=1.S([O-])(=O)(=O)OC
CAS Datenbank
51 · 51-60-5(CAS DataBase Reference)
II
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
Acute Tox. 2 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2STOT SE 3
Dimethylcarbamoylchlorid
Brommethan
Dimethylsulfat
3-Dimethylaminophenyldimethylcarbamat
3-Aminophenyl N,N-dimethylcarbamate, 97

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