Structure via PubChem · Public domain (PubChem)
benzoctamine
Sign in to saveAlso known as N-Methyl-9,10-ethanoanthracene-9(10H)-methanamine
Benzoctamine is a drug that possesses sedative and anxiolytic properties. Marketed as Tacitin by Ciba-Geigy, it is different from most sedative drugs because in most clinical trials it does not produce respiratory depression, but actually stimulates the respiratory system. As a result, when compared to other sedative and anxiolytic drugs such as benzodiazepines like diazepam, it is a safer form of tranquilizing. However, when co-administered with other drugs that cause respiratory depression, like morphine, it can cause increased respiratory depression.
In the Vinony graph
Vinony's link graph records 1,516 inbound references to benzoctamine, and connects out to propranolol, adrenergic receptor and N-methylserotonin.
Vinony files it under Alpha blockers, Anxiolytics and Drugboxes which contain changes to verified fields.
Vinony links it to 7 Wikipedia language editions.
Chemical data
- Formula
- C18H19N
- Molecular weight
- 249.3 g/mol
- IUPAC name
- N-methyl-1-(1-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl)methanamine
- SMILES
- CNCC12CCC(C3=CC=CC=C31)C4=CC=CC=C24
- InChIKey
- GNRXCIONJWKSEA-UHFFFAOYSA-N
- XLogP
- 3.7
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- anxiety
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 249.15175
- Has use
- medication
Show 4 more facts
- chemical formula
- C₁₈H₁₉N
- defined daily dose
- 30
- canonical SMILES
- CNCC12CCC(C3=CC=CC=C31)C4=CC=CC=C24
- Commons category
- Benzoctamine
Sources (3)
via Wikidata · CC0
~9 min read
Encyclopedic overview
14 sectionsContents
- Medical uses
- Anxiety
- Benzoctamine and sodium amylobarbitone
- Benzoctamine vs. chlordiazepoxide in anxiety neurosis
- Sleep sedation
- Other uses
- Hypertension
- Side effects
- Common side effects
- Serotonin turnover
- Pharmacology
- Pharmacokinetics
- See also
- References
Benzoctamine is a drug that possesses sedative and anxiolytic properties. Marketed as Tacitin by Ciba-Geigy, it is different from most sedative drugs because in most clinical trials it does not produce respiratory depression, but actually stimulates the respiratory system. As a result, when compared to other sedative and anxiolytic drugs such as benzodiazepines like diazepam, it is a safer form of tranquilizing. However, when co-administered with other drugs that cause respiratory depression, like morphine, it can cause increased respiratory depression.
Medically, benzoctamine is used as a treatment for anxious outpatients to control aggression, enuresis, fear, and minor social maladjustment in children. Its anxiolytic effects are most similar to diazepam, another anxiolytic, but unlike diazepam, benzoctamine has antagonistic effects on epinephrine and norepinephrine, and appears to increase serotonin levels. While little is understood about how it carries out its effects, studies point to reduced serotonin, epinephrine, and norepinephrine as partial causes of its pharmacologic and behavioral effects.
Excerpted from Wikipedia’s “benzoctamine” article, available under the CC BY-SA 4.0 licence.