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Hexamethoniumbromid

Hexamethonium Bromide

HCID 5938
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Grundinformationen

CAS
55-97-0
Standard-SMILES
C[N+](C)(C)CCCCCC[N+](C)(C)C.[Br-].[Br-]
InChIKey
FAPSXSAPXXJTOU-UHFFFAOYSA-L
Summenformel
C12H30Br2N2
Durchschnittliche Molmasse
362,19 g/mol
Monoisotopische Masse
360,07757

Überblick

See also: Hexamethonium (has active moiety); Hexamethonium Chloride (related); Hexamethonium Iodide (related).

Namen und Bezeichner

Bevorzugter Name
Hexamethonium Bromide
IUPAC
trimethyl-[6-(trimethylazaniumyl)hexyl]azanium dibromide
Lokaler Name
Hexamethoniumbromid
Englischer Name
HEXAMETHONIUM BROMIDE
Summenformel
C12H30Br2N2
Molmasse
362.19

Namen und Synonyme

HEXAMETHONIUM BROMIDE55-97-0Bistrium bromideBromuro de hexametonioBromure d'hexamethoniumEsametonio bromuroHexamethonii bromidum1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-, dibromideHEXAMETHONE BROMIDE8J77X3S603NSC-163965alpha, omega-Bis(trimethyl ammonium)hexane dibromide
Weitere Namen anzeigen
HEXAMETHONIUM DIBROMIDEN1,N1,N1,N6,N6,N6-hexamethylhexane-1,6-diaminium bromidehexametonvegolysenvegolysinesametinagangliostatMethobrominesimpatoblockhexoniumdibromide
DTXSID50883229NSC163965Bromide, HexamethoniumhexamAthonium (cation)RefChem:786199DTXCID801022778benzohexonium (for the benzosulfonate)200-249-7

Datenbank-Bezeichner

CAS
55-97-0

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
7
Schwere Atome
16
Formalladung
0
Komplexität
121

Experimentelle und physikochemische Eigenschaften

Physical DescriptionLiquid

Physikochemische Eigenschaften

Schmelzpunkt
285 °C · ~285 °C (dec.)
storage temp.
Inert atmosphere,Room Temperature
Löslichkeit
Water (Slightly)
Aggregatzustand
Crystalline Powder and Agglomerates
Farbe
White
PH
pH (20g/l, 25℃) : 4.5~6.5
Wasserlöslichkeit
2 O: · H2O: 100mg/mL
Merck
14 · 14,4688
BRN
3715749 · 3715749
InChI
InChI=1S/C12H30N2.2BrH/c1-13(2,3)11-9-7-8-10-12-14(4,5)6;;/h7-12H2,1-6H3;2*1H/q+2;;/p-2
InChIKey
FAPSXSAPXXJTOU-UHFFFAOYSA-L
SMILES
C(CCCCC[N+](C)(C)C)[N+](C)(C)C.[Br-].[Br-]
CAS Datenbank
55 · 55-97-0(CAS DataBase Reference)

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 · 5 Einträge

This chemical does not meet GHS hazard criteria for 88.9% (8 of 9) of all reports.

Danger

H370 (11.1%): Causes damage to organs [Danger Specific target organ toxicity, single exposure]

P260, P264, P270, P308+P316, P321, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

REACH registered substance: Hexamethonium bromide (EC: 200-249-7)

Hazard Classes and CategoriesSTOT SE 1 (11.1%)

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29239000
RTECS-Nr.
BQ8575000
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 3 Einträge

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Agents having as their major action the interruption of neural transmission at nicotinic receptors on postganglionic autonomic neurons. Because their actions are so broad, including blocking of sympathetic and parasympathetic systems, their therapeutic use has been largely supplanted by more specific drugs. They may still be used in the control of blood pressure in patients with acute dissecting aortic aneurysm and for the induction of hypotension in surgery.

Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses.

Verwendung und Herstellung

U.S. Production2023: 250,000 - <550,000 lb
Industry UsesProcessing aids not otherwise specified
General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2): ACTIVE

Anwendungen · 2 Einträge

BeschreibungHexamethonium is a peripherally-acting nondepolarizing neuromuscular blocking agent that acts as an antagonist of nicotinic acetylcholine receptors (nAChRs). It decreases acetylcholine release induced by carbamoylcholine in isolated cat superior cervical ganglion when used at concentrations of 27.4 and 54.8 μg/ml. It also decreases mean arterial pressure in unanesthetized rats when administered at a dose of 40 mg/kg. Intraventricular administration of hexamethonium (18 ng, i.c.v.) induces signs of nicotine abstinence, including shaking, writhing, and chewing in nicotine-dependent rats. Formulations containing hexamethonium were previously used in the treatment of hypertension.

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Reaktionsgleichung von HRID 1392806
HRID 1392806als Produktuspto-grants-2008_03

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
PubChem CID
5938
DTXSID
DTXSID50883229
ChEMBL
CHEMBL332524
UNII
8J77X3S603
EC Number
200-249-7
EPA chemische Informationen
1 · 1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2) (55-97-0)

VerwendenHexamethonium bromide has been used:as an autonomic ganglia-blocking agent to study its effects on whisker movement in ratsas a nicotinic receptor antagonist to study its effects on antigen-induced arthritis (AIA) progression in miceas a non-selective ganglionic nicotinic acetylcholine receptor (nAChR) antagonist to study its effects on cytisine-induced autonomic cardiovascular responses in mice

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

EthanolHexan-1,6-diol15%)">Trimethylamin, in wässriger Lösung(C > 15%)HydrogenbromidEthylacetat1,6-DibromhexanTrimethylammoniumchloridCalciumdihydroxidDimethylsulfatNatriumhydroxid1,6-Diaminohexan

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