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Doxepin hydrochloride

Doxepin hydrochloride structure

CAS No:
1229-29-4
Formula:
C19H21NO.ClH
Chemical Name:
Doxepin hydrochloride
Synonyms:
1-Propanamine,3-(dibenz[b,e]oxepin-11(6H)-ylidene)-N,N-dimethyl-,hydrochloride (1:1);Dibenz[b,e]oxepin-Δ11(6H),γ-propylamine,N,N-dimethyl-,hydrochloride;1-Propanamine,3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-,hydrochloride;Dibenz[b,e]oxepin,1-propanamine deriv.;P 3693A;Curatin;N,N-Dimethyldibenz[b,e]oxepin-Δ11(6H),γ-propylamine hydrochloride;Doxepin hydrochloride;Doxepine hydrochloride;Sinequan;Aponal;Quitaxon;Adapin;Sinequin;Silenor;20917-44-6
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Doxepin HCl is a tricyclic antidepressant that is marketed worldwide.Target: SSRIsDoxepin inhibits the reuptake of serotonin and norepinephrine and acts as a antagonist at various serotonergic, adrenergic, musacrinic, dopaminergic and histaminergic receptors [1]. In the doxepin-treated patients who completed the study (N = 20, 47.6+/-11.3), medication significantly increased sleep efficiency after acute (night 1, p < or = .001) and subchronic (night 28, p < or = .05) intake compared with

A dibenzoxepin tricyclic compound. It displays a range of pharmacological actions including maintaining adrenergic innervation. Its mechanism of action is not fully understood, but it appears to block reuptake of monoaminergic neurotransmitters into presynaptic terminals. It also possesses anticholinergic activity and modulates antagonism of histamine H(1)- and H(2)-receptors.

Doxepin hydrochloride Basic Attributes

Molecular Weight：

315.84

Exact Mass：

315.138977

EC Number：

214-966-8

DSSTox ID：

DTXSID8045145

HScode：

29329990

Characteristics

PSA：

12.5

XLogP3：

4.76440

Appearance：

white to off-white powder

Melting Point：

184-186 °C

Boiling Point：

413.3°C at 760 mmHg

Flash Point：

9℃

Water Solubility：

soluble in water (100 mM), chloroform (1:2), alcohol (1:1), methanol, and DMSO.1 M HCl: 50 mg/mL

Storage Conditions：

2-8°C

Vapor Pressure：

4.87E-07mmHg at 25°C

Toxicity：

Oral-rat LD50: 147 mg/kg; Oral-Mouse LD50: 180 mg/kg

Flammability characteristics：

Flammable; burning releases toxic nitrogen oxides, hydrogen chloride fumes; drug side effects: fantasies, prejudice, muscle cramps, heartbeat changes, tinnitus

Safety Information

Packing level：

Ⅲ

Hazard category：

6.1(b)

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

25-39/23/24/25-23/24/25-11

safety instructions：

36/37/39-45-36/37-16

RTECS Number：

HQ4375000

Marks：

T,F

Storage features：

Treasury is ventilated, low temperature and dry; stored separately from food materials

Stability/Shelf Life：

Store in Freezer at -20°C

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

H225-H301 + H311 + H331-H370

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 47 companies from 8 notifications to the ECHA C&L Inventory.

Toxicity

Toxicity class：

highly toxic

Drug Information

MeSH：

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)|Drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Classical antihistaminics block the histamine H1 receptors only. (See all compounds classified as Histamine Antagonists.)|Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS. (See all compounds classified as Sleep Aids, Pharmaceutical.)

MeSH Entry Terms：

Apo Doxepin

Doxepin hydrochloride Use and Manufacturing

Methods of Manufacturing

In 20L the withstand voltage of the put in the reaction vessel of the above-mentioned doxepine, 1.12 times for the substance is hydrochloric acid of doxepin (mass concentration is 37.6 wt percent), control pressure 3-4MPa, heating to 140 °C, the and reaction. The reaction time to to 20h rear, cooling to room temperature the reaction is filtered, dried to obtain hydrochloric acid doxepine. In this example the total yield is 52.4percent, the purity of the same measured by HPLC 99.9percent.

Uses

Doxepin is a tricyclic antidepressant that inhibits the reuptake of serotonin and norepinephrine and acts as an antagonist at histamine, serotonin, adrenergic, and muscarinic receptors with Ki values in the nanomolar range.

Computed Properties

Molecular Weight:315.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:315.1389920
Monoisotopic Mass:315.1389920
Topological Polar Surface Area:12.5
Heavy Atom Count:22
Complexity:363
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is a tricyclic antidepressant. Its function is to inhibit the reuptake of 5-hydroxytryptamine and norepinephrine by the central nervous system, thereby increasing the concentration of these two neurotransmitters in the synaptic cleft and exerting an antidepressant effect. It also has antianxiety and sedative effects.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Doxepin Hydrochloride Tablets
Ingredients	The main ingredients of this product are: doxepin hydrochloride, chemical name: N,N-dimethyl-3-dibenzo[b,e]-oxepin-11(6H)ylidene-1-propylamine hydrochloride, mixture of cis and trans isomers.
Indication	1. When this product is used in combination with sultopride, the risk of ventricular arrhythmias is increased, and in severe cases, torsades de pointes arrhythmia may occur. 2. When this product is used in combination with ethanol or other central nervous system depressants, the central nervous system depressant effect is enhanced. 3. When this product is used in combination with adrenaline and norepinephrine, it is easy to cause hypertension and arrhythmias. 4. When this product is used in combination with clonidine, the latter's antihypertensive effect is weakened. 5. When this product is used in combination with anticonvulsants, the effect of anticonvulsants may be reduced. 6. When this product is used in combination with fluoxetine or fluvoxamine, the plasma concentrations of both may be increased, resulting in convulsions and increased adverse reactions. 7. This product
Specifications	25mg
Manufacturer	Nanjing Baijingyu Pharmaceutical Co., Ltd.

Doxepin Hydrochloride Tablets
Ingredients	The main ingredients of this product are: doxepin hydrochloride, chemical name: N,N-dimethyl-3-dibenzo[b,e]-oxepin-11(6H)ylidene-1-propylamine hydrochloride, mixture of cis and trans isomers.
Indication	1. When this product is used in combination with sultopride, the risk of ventricular arrhythmias is increased, and in severe cases, torsades de pointes arrhythmia may occur. 2. When this product is used in combination with ethanol or other central nervous system depressants, the central nervous system depressant effect is enhanced. 3. When this product is used in combination with adrenaline and norepinephrine, it is easy to cause hypertension and arrhythmias. 4. When this product is used in combination with clonidine, the latter's antihypertensive effect is weakened. 5. When this product is used in combination with anticonvulsants, the effect of anticonvulsants may be reduced. 6. When this product is used in combination with fluoxetine or fluvoxamine, the plasma concentrations of both may be increased, resulting in convulsions and increased adverse reactions. 7. This product
Specifications	25mg

Doxepin Hydrochloride Tablets
Ingredients	The main ingredients of this product are: doxepin hydrochloride, chemical name: N,N-dimethyl-3-dibenzo[b,e]-oxepin-11(6H)ylidene-1-propylamine hydrochloride, mixture of cis and trans isomers.
Indication	1. When this product is used in combination with sultopride, the risk of ventricular arrhythmias is increased, and in severe cases, torsades de pointes arrhythmia may occur. 2. When this product is used in combination with ethanol or other central nervous system depressants, the central nervous system depressant effect is enhanced. 3. When this product is used in combination with adrenaline and norepinephrine, it is easy to cause hypertension and arrhythmias. 4. When this product is used in combination with clonidine, the latter's antihypertensive effect is weakened. 5. When this product is used in combination with anticonvulsants, the effect of anticonvulsants may be reduced. 6. When this product is used in combination with fluoxetine or fluvoxamine, the plasma concentrations of both may be increased, resulting in convulsions and increased adverse reactions. 7. This product
Specifications	25mg (calculated as C19H21NO)
Manufacturer	Renhetang Pharmaceutical Co., Ltd.

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Registered Holders

R L Fine Chem Pvt Ltd

United States
Active
MSN LIFE SCIENCES PRIVATE LTD

United States
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RAKS PHARMA PVT LTD

United States
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