Dibenzothiepine
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Thiepine
In organic chemistry, thiepine (or thiepin) is an unsaturated seven-membered heterocyclic compound, with six carbon atoms and one sulfur atom. The parent compound, C6H6S is unstable and is predicted to be antiaromatic. Bulky derivatives have been isolated and shown by X-ray crystallography to have nonplanar C6S ring. Theoretical studies suggest that thiepine would eliminate a sulfur atom to form benzene. The intermediate is this process is the bicycle thianorcaradiene. In the complex with (η4-C6H6S)Fe(CO)3, the ring is stable.Nishino, K.; Takagi, M.; Kawata, T.; Murata, I.; Inanaga, J.; Nakasuji, K., "Thiepine-iron tricarbonyl: stabilization of thermally labile parent thiepine by transition metal complexation", J. Am. Chem. Soc. 1991, volume 113, 5059-5060. Benzothiepines have one fused benzene group and ''dibenzothiepines'' such as dosulepin and zotepine have two fused benzene groups. Damotepine is another thiepin derivative. See also * Thiazepines Thiazepines are ...
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Thiepin
In organic chemistry, thiepine (or thiepin) is an unsaturated seven-membered heterocyclic compound, with six carbon atoms and one sulfur atom. The parent compound, C6H6S is unstable and is predicted to be antiaromatic. Bulky derivatives have been isolated and shown by X-ray crystallography to have nonplanar C6S ring. Theoretical studies suggest that thiepine would eliminate a sulfur atom to form benzene. The intermediate is this process is the bicycle thianorcaradiene. In the complex with (η4-C6H6S)Fe(CO)3, the ring is stable.Nishino, K.; Takagi, M.; Kawata, T.; Murata, I.; Inanaga, J.; Nakasuji, K., "Thiepine-iron tricarbonyl: stabilization of thermally labile parent thiepine by transition metal complexation", J. Am. Chem. Soc. 1991, volume 113, 5059-5060. Benzothiepines have one fused benzene group and ''dibenzothiepines'' such as dosulepin and zotepine Zotepine is an atypical antipsychotic drug indicated for acute and chronic schizophrenia. It has been used in German ...
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Dosulepin
Dosulepin, also known as dothiepin and sold under the brand name Prothiaden among others, is a tricyclic antidepressant (TCA) which is used in the treatment of depression. Dosulepin was once the most frequently prescribed antidepressant in the United Kingdom, but it is no longer widely used due to its relatively high toxicity in overdose without therapeutic advantages over other TCAs. It acts as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also has other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects. Medical uses Dosulepin is used for the treatment of major depressive disorder. There is clear evidence of the efficacy of dosulepin in psychogenic facial pain, though the drug may be needed for up to a year. Contraindications Contraindications include: * Epilepsy as it can lower the seizure threshold * TCAs should not be used concomitantly or within 14 days of treatment with monoamine oxi ...
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Dosulepin
Dosulepin, also known as dothiepin and sold under the brand name Prothiaden among others, is a tricyclic antidepressant (TCA) which is used in the treatment of depression. Dosulepin was once the most frequently prescribed antidepressant in the United Kingdom, but it is no longer widely used due to its relatively high toxicity in overdose without therapeutic advantages over other TCAs. It acts as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also has other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects. Medical uses Dosulepin is used for the treatment of major depressive disorder. There is clear evidence of the efficacy of dosulepin in psychogenic facial pain, though the drug may be needed for up to a year. Contraindications Contraindications include: * Epilepsy as it can lower the seizure threshold * TCAs should not be used concomitantly or within 14 days of treatment with monoamine oxi ...
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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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Methiothepin
Metitepine (; developmental code names Ro 8-6837 (maleate), VUFB-6276 (mesylate)), also known as methiothepin, is a drug described as a " psychotropic agent" of the tricyclic group which was never marketed. It acts as a non-selective antagonist of serotonin, dopamine, and adrenergic receptors and has antipsychotic Antipsychotics, also known as neuroleptics, are a class of psychotropic medication primarily used to manage psychosis (including delusions, hallucinations, paranoia or disordered thought), principally in schizophrenia but also in a range of ... properties. Synthesis The reduction of 2-(4-methylsulfanylphenyl)sulfanylbenzoic acidCID:2733664(1) gives -(4-methylsulfanylphenyl)sulfanylphenylethanolCID:12853582(2). Halogenating with thionyl chloride gives 1-(chloromethyl)-2-(4-methylsulfanylphenyl)sulfanylbenzeneCID:12853583(3). FGI with cyanide gives 2- -(4-methylsulfanylphenyl)sulfanylphenylcetonitrileCID:12853584(4). Alkali hydrolysis of the nitrile to 2- ...
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Zotepine
Zotepine is an atypical antipsychotic drug indicated for acute and chronic schizophrenia. It has been used in Germany since 1990 (although it has been discontinued in Germany) and Japan since 1982. Zotepine is not approved for use in the United States, United Kingdom, Australia, Canada or New Zealand. Medical uses Zotepine's primary use is as a treatment for schizophrenia although clinical trials have been conducted (with positive results) into its efficacy as an antimanic agent in patients with acute bipolar mania. In a 2013 study in a comparison of 15 antipsychotic drugs in effectivity in treating schizophrenic symptoms, zotepine demonstrated medium-strong effectivity. Less effective than clozapine, slightly less effective than olanzapine and risperidone, approximately as effective as paliperidone, and slightly more effective than haloperidol, quetiapine, and aripiprazole. Side effects ; CommonBritish National Formulary 58. British Medical Association and Royal Pharmaceutical ...
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Metitepine
Metitepine (; developmental code names Ro 8-6837 (maleate), VUFB-6276 (mesylate)), also known as methiothepin, is a drug described as a "psychotropic agent" of the tricyclic compound, tricyclic group which was never marketed. It acts as a binding selectivity, non-selective receptor antagonist, antagonist of serotonin receptor, serotonin, dopamine receptor, dopamine, and adrenergic receptors and has antipsychotic properties. Synthesis The reduction of 2-(4-methylsulfanylphenyl)sulfanylbenzoic acidCID:2733664(1) gives [2-(4-methylsulfanylphenyl)sulfanylphenyl]methanolCID:12853582(2). Halogenating with thionyl chloride gives 1-(chloromethyl)-2-(4-methylsulfanylphenyl)sulfanylbenzeneCID:12853583(3). FGI with cyanide gives 2-[2-(4-methylsulfanylphenyl)sulfanylphenyl]acetonitrileCID:12853584(4). Alkali hydrolysis of the nitrile to 2-[2-(4-methylsulfanylphenyl)sulfanylphenyl]acetic acidCID:12383832(5). PPA cyclization to 3-methylsulfanyl-6H-benzo[b][1]benzothiepin-5-oneCID:827052(6). T ...
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