Hexamethonium bromide

Modify Date: 2025-08-24 22:45:20

Hexamethonium bromide Structure
Hexamethonium bromide structure
 Common Name Hexamethonium bromide
CAS Number 55-97-0 Molecular Weight 362.188
Density N/A Boiling Point N/A
Molecular Formula C12H30Br2N2 Melting Point ~285 °C (dec.)
MSDS Chinese USA Flash Point N/A

 Use of Hexamethonium bromide


Hexamethonium is a non-depolarising ganglionic blocker, a nicotinic nACh (NN) receptor antagonist.Target: nAChRHexamethonium is a non-depolarising ganglionic blocker, a nicotinic nACh receptor antagonist that acts in autonomic ganglia by binding mostly in or on the NN receptor, and not the acetylcholine binding site itself. It does not have any effect on the muscarinic acetylcholine receptors (mAChR) located on target organs of the parasympathetic nervous system but acts as antagonist at the nicotinic acetylcholine receptors located in sympathetic and parasympathetic ganglia (NN). Hexamethonium bromide is a nicotinic acetyl choline receptor antagonist. Induces apoptosis and inhibits the stimulatory effect of nicotine on endothelial cell DNA synthesis and proliferation. Hexamethonium bromide hydrate is an inhibitor of AChR α3 [1-3].

 Names

Name hexamethonium bromide
Synonym More Synonyms

 Hexamethonium bromide Biological Activity

Description Hexamethonium is a non-depolarising ganglionic blocker, a nicotinic nACh (NN) receptor antagonist.Target: nAChRHexamethonium is a non-depolarising ganglionic blocker, a nicotinic nACh receptor antagonist that acts in autonomic ganglia by binding mostly in or on the NN receptor, and not the acetylcholine binding site itself. It does not have any effect on the muscarinic acetylcholine receptors (mAChR) located on target organs of the parasympathetic nervous system but acts as antagonist at the nicotinic acetylcholine receptors located in sympathetic and parasympathetic ganglia (NN). Hexamethonium bromide is a nicotinic acetyl choline receptor antagonist. Induces apoptosis and inhibits the stimulatory effect of nicotine on endothelial cell DNA synthesis and proliferation. Hexamethonium bromide hydrate is an inhibitor of AChR α3 [1-3].
Related Catalog
References

[1]. Maneckjee, R. and J.D. Minna, Opioids induce while nicotine suppresses apoptosis in human lung cancer cells. Cell Growth Differ, 1994. 5(10): p. 1033-40.

[2]. Sanchez-Fortun, S., F. Sanz, and M.V. Barahona, Acute toxicity of several organophosphorous insecticides and protection by cholinergic antagonists and 2-PAM on Artemia salina larvae. Arch Environ Contam Toxicol, 1996. 31(3): p. 391-8.

[3]. Villablanca, A.C., Nicotine stimulates DNA synthesis and proliferation in vascular endothelial cells in vitro. J Appl Physiol (1985), 1998. 84(6): p. 2089-98.

 Chemical & Physical Properties

Melting Point ~285 °C (dec.)
Molecular Formula C12H30Br2N2
Molecular Weight 362.188
Exact Mass 360.077545
InChIKey FAPSXSAPXXJTOU-UHFFFAOYSA-L
SMILES C[N+](C)(C)CCCCCC[N+](C)(C)C.[Br-].[Br-]
Storage condition Desiccate at RT

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BQ8575000
CHEMICAL NAME :
Ammonium, hexamethylenebis(trimethyl-, dibromide
CAS REGISTRY NUMBER :
55-97-0
LAST UPDATED :
198912
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C12-H30-N2.2Br
MOLECULAR WEIGHT :
362.26
WISWESSER LINE NOTATION :
1K1&1&6K1&1&1 &E 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2891 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
SKNEA7 Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. (Shionogi Seiyaku K.K. Kenkyusho, 5-12-4 Sagisu, Fukushima-ku, Osaka 553, Japan) No.1- 1951- Volume(issue)/page/year: 10,15,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 78,708,1951
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
64130 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
SKNEA7 Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. (Shionogi Seiyaku K.K. Kenkyusho, 5-12-4 Sagisu, Fukushima-ku, Osaka 553, Japan) No.1- 1951- Volume(issue)/page/year: 10,15,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
838 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,356,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
70 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 91,1307,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
78 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 91,1307,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 2,233,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50300 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
SKNEA7 Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. (Shionogi Seiyaku K.K. Kenkyusho, 5-12-4 Sagisu, Fukushima-ku, Osaka 553, Japan) No.1- 1951- Volume(issue)/page/year: 10,15,1960 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
46 mg/kg
SEX/DURATION :
female 31-34 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - gastrointestinal system Reproductive - Effects on Newborn - other neonatal measures or effects
REFERENCE :
ADCHAK Archives of Disease in Childhood. (British Medical Journal, POB 560B, Kennebunkport, ME 04046) V.1- 1926- Volume(issue)/page/year: 29,354,1954

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Risk Phrases R22;R24/25
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS BQ8575000

 Articles46

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 Hexamethonium bromideBioassay

View more

Name: Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL1266185
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1100
Name: qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in...
Source: NCGC
Target: TDP1 protein [Homo sapiens]
External Id: TDP1101
Name: Rescue cell viability in cybrid cells with a genetic mutation in complex 1 of the mit...
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: N/A
External Id: HMS1315
Name: qHTS assay for measurement of the activity of small molecule inhibitors on Zika virus...
Source: NCGC
Target: N/A
External Id: ZIK097
Name: Spectrum HTS for Inhibitors of Aerobactin Synthetase IucA
Source: 23265
Target: IucA Synthetase from hypervirulent Klebsiella pneumoniae hvKP1
External Id: IucA Pilot Assay Spectrum Library
Name: Identifying Sarm1 Tir Hydrolase inhibitors through NAD-Glo assay
Source: 24386
Target: N/A
External Id: Sarm1 Tir NADase inhibitors screen
Name: Cytotoxicity against mouse J774.1 cells after 48 hrs by alamar blue satining
Source: ChEMBL
Target: N/A
External Id: CHEMBL1121091
Name: Dicer-mediated maturation of pre-microRNA
Source: Center for Chemical Genomics, University of Michigan
Target: N/A
External Id: TargetID_659_CEMA
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 Synonyms

N,N,N,N',N',N'-Hexamethyl-1,6-hexanediaminium dibromide
N,N,N,N',N',N'-hexamethylhexane-1,6-diaminium dibromide
Hexamethonium bromide,N,N,N,N',N',N'-Hexamethylhexamethylenediammoniumdibromide
Hexamethonium bromide
MFCD00011787
1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-, dibromide
Hexamethylenebis(trimethylammonium bromide)
1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-, dibromide (9CI)
N,N,N,N',N',N'-Hexamethylhexamethylenediammonium dibromide
EINECS 200-249-7
1,6-Hexanediaminium, N,N,N,N,N,N-hexamethyl-, bromide (1:2)
Hexane-1,6-bis(trimethylammonium bromide)
Hexamethonium (Bromide)
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Chemsrc provides Hexamethonium bromide(CAS#:55-97-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Hexamethonium bromide are included as well.>> amp version: Hexamethonium bromide

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