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Substance Name: Hexamethonium [INN]
RN: 60-26-4
UNII: 3C9PSP36Z2
InChIKey: VZJFGSRCJCXDSG-UHFFFAOYSA-N
Note
- A nicotinic cholinergic antagonist often referred to as the prototypical ganglionic blocker. It is poorly absorbed from the gastrointestinal tract and does not cross the blood-brain barrier. It has been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.
Molecular Formula
- C12-H30-N2.2OH
Molecular Weight
- 202.383
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
Classification Codes
- Antihypertensive Agents
- Autonomic Agents
- Cardiovascular Agents
- Cholinergic Agents
- Cholinergic Antagonists
- Drug / Therapeutic Agent
- Ganglionic Blockers
- Neurotransmitter Agents
- Nicotinic Antagonists
- Peripheral Nervous System Agents
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Names and Synonyms
Name of Substance
- Hexamethonium
- Hexamethonium [INN]
MeSH Heading
- Hexamethonium
Synonyms
- 1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-
- Benzohexamethonium
- Bistrium
- BRN 1760389
- Esametonio
- Esametonio [Italian]
- Hexamethonium
- Hexamethonum
- Hexane-1,6-bis(trimethylammonium)
- Hexanium
- Hexon
- Hexonium
- UNII-3C9PSP36Z2
Systematic Names
- 1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-
- Ammonium, hexamethylenebis(trimethyl-
Registry Numbers
CAS Registry Number
- 60-26-4
FDA UNII
- 3C9PSP36Z2
Related Registry Numbers
- 2079-78-9 (bitartrate)
- 55-97-0 (dibromide)
- 60-25-3 (chloride)
- 870-62-2 (diiodide)
System Generated Number
- 0000060264
Molecular Formulas
Molecular Formula
- C12-H30-N2.2OH
Molecular Formula Fragments
- C12-H30-N2
- COMPONENT
- OH
Structure Descriptors
InChI
InChI=1S/C12H30N2/c1-13(2,3)11-9-7-8-10-12-14(4,5)6/h7-12H2,1-6H3/q+2InChIKey
VZJFGSRCJCXDSG-UHFFFAOYSA-NSmiles
C[N+](C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 137mg/kg (137mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC | Farmaco, Edizione Scientifica. Vol. 8, Pg. 317, 1953. |
mouse | LD50 | intravenous | 49mg/kg (49mg/kg) | Pharmacology and Toxicology. English translation of FATOAO. Vol. 21, Pg. 110, 1958. | |
mouse | LD50 | oral | 490mg/kg (490mg/kg) | Pharmacology and Toxicology. English translation of FATOAO. Vol. 21, Pg. 110, 1958. | |
mouse | LD50 | subcutaneous | 83mg/kg (83mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: EXCITEMENT BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Sapporo Igaku Zasshi. Sapporo Medical Journal. Vol. 6, Pg. 362, 1954. |
rat | LD50 | intraperitoneal | 230mg/kg (230mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 123, 1957. | |
rat | LD50 | intravenous | 35mg/kg (35mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 123, 1957. | |
rat | LD50 | oral | 500mg/kg (500mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 123, 1957. | |
rat | LD50 | subcutaneous | 165mg/kg (165mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 123, 1957. |