Basic information Safety Supplier Related

methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride

Basic information Safety Supplier Related

methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride Basic information

Product Name:
methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride
Synonyms:
  • methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride
  • 9,10-Ethanoanthracene-9(10H)-methanamine, N-methyl-, hydrochloride
  • BA-30803
  • PubChem ID: 66275
  • Benzoctamine HCl
  • Benzoctamine Hydrochloride Benzoctamine HCl
  • Tacitine
CAS:
10085-81-1
MF:
C18H20ClN
MW:
285.8111
EINECS:
2332160
Product Categories:
  • Amines
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
10085-81-1.mol
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methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride Chemical Properties

Melting point:
320-322°
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
7.6(at 25℃)
Stability:
Hygroscopic
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Safety Information

Toxicity
LD50 orally in rats: 700 ±170 mg/kg (Goldenthal)
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methyl(methyl-9,10-ethano-9(10H)-anthryl)ammonium chloride Usage And Synthesis

Originator

Tacitin,Ciba Geigy,Switz.

Uses

Anxiolytic.

Manufacturing Process

A solution of 10 g of 9:10-dihydro-9:10-ethano-(1:2)-anthracene-(9)aldehyde (made from anthracene and acrolein) and 10 g of monomethylamine in 100 cc of ethanol is heated at 80°C for 4 hours in an autoclave. The reaction mixture is then evaporated to dryness under reduced pressure to leave a crystalline residue which is dissolved in 150 cc of ethanol and, after the addition of 2 g of Raney nickel, hydrogenated at 40°C under atmospheric pressure. When the absorption of hydrogen has subsided, the catalyst is filtered off and the filtrate evaporated under reduced pressure. An oil remains which is covered with 100cc of 2N hydrochloric acid, The 9-methylamino-methyl-9:10-dihydro-9:10- ethano-(9:10)-anthracene hydrochloride crystallizes immediately; after crystallization from methanol it melts at 320°-322°C.

Therapeutic Function

Sedative, Muscle relaxant

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Experimental teratogenic effects. A sedative and muscle relaxant. When heated to decomposition it emits very toxic fumes of NO, and HCl-.

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