Description References
ChemicalBook > CAS DataBase List > Trazodone hydrochloride

Trazodone hydrochloride

Description References
Product Name
Trazodone hydrochloride
CAS No.
25332-39-2
Chemical Name
Trazodone hydrochloride
Synonyms
TRAZODONE HCL;TRAZADONE;Trazodone Hydrochloride Tablets;2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride;kb-831;af1161;tombran;Undepre;BiMaran;Mesyrel
CBNumber
CB3376874
Molecular Formula
C19H23Cl2N5O
Formula Weight
408.32
MOL File
25332-39-2.mol
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Trazodone hydrochloride Property

Melting point:
223-226?C
Flash point:
9℃
storage temp. 
2-8°C
solubility 
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 23.3 mg/mL
form 
powder
color 
off-white
PH
pH (10g/l, 25℃) : 3.9~4.5
Water Solubility 
Soluble at 25mg/ml in methanol. Also soluble in 0.1M HCl or DMSO. Insoluble in water /n
InChIKey
OHHDIOKRWWOXMT-UHFFFAOYSA-N
CAS DataBase Reference
25332-39-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi,T,F
Risk Statements 
22-40-36/37/38-39/23/24/25-23/24/25-11
Safety Statements 
22-36-37/39-26-45-36/37-16-7
RIDADR 
3249
WGK Germany 
3
RTECS 
XZ5660000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29335990
Toxicity
LD50 i.v. in mice: 96 mg/kg (Silvestrini, Quadri)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H351Suspected of causing cancer

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T-030
Product name
Trazodone hydrochloride solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$38.1
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3372
Product name
Trazodone Hydrochloride
Purity
certified reference material, pharmaceutical secondary standard
Packaging
500MG
Price
$228
Updated
2024/03/01
Sigma-Aldrich
Product number
1673500
Product name
Trazodone hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Alfa Aesar
Product number
J63070
Product name
Trazodone hydrochloride
Purity
98+%
Packaging
1g
Price
$61.65
Updated
2024/03/01
Alfa Aesar
Product number
J63070
Product name
Trazodone hydrochloride
Purity
98+%
Packaging
5g
Price
$234.65
Updated
2024/03/01
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Trazodone hydrochloride Chemical Properties,Usage,Production

Description

Trazodone Hydrochloride belongs to the hydrochloride salt form of trazodone with antidepressant and sedative activities, which is primarily used in the treatment of major depression. It serves as a serotonin uptake inhibitor that is effective for patients suffering from major depressive disorders and other subsets of depressive disorders, which is especially helpful for geriatric patients with severe agitation and certain depressive disorders associated with insomnia and anxiety since it has proved that trazodone also has anti-anxiety (anxiolytic) and sleep-inducing (hypnotic) effects. Besides, it is often prescribed as a sedative that is used for the treatment of panic attacks, aggressive behavior, agoraphobia, and cocaine withdrawal in combination with other drugs. Trazodone Hydrochloride is an oral drug that functions by affecting the balance of chemicals (neurotransmitters) within the brain that nerves use to communicate with (stimulate) each other.

References

https://en.wikipedia.org/wiki/Trazodone
http://www.medicinenet.com/trazodone/article.htm
https://www.drugbank.ca/drugs/DB00656
http://bodyandhealth.canada.com/drug/getdrug/ratio-trazodone
https://pubchem.ncbi.nlm.nih.gov/compound/62935#section=Top

Chemical Properties

White to Off-White Solid

Originator

Trittico,Angelini,Italy,1972

Uses

A serotonin uptake inhibitor

Uses

antihistamine

Uses

Monoamine reuptake inhibitor; antidepressant.

Definition

ChEBI: A hydrochloride salt prepared from equimolar amounts of trazodone and hydrogen chloride.

Manufacturing Process

In an initial step, 2-chloropyridine is reacted with semicarbazide to give s_x0002_triazolo-[4,3-a]-pyridine-3-one. To a boiling solution of 6.7 grams s-triazolo-[4,3-a]-pyridine-3-one in 80 ml dioxane, there is added 2.4 grams 50% NaH. The mixture is refluxed during 1 hour under stirring, then 13.5 grams 1-(3-chloropropyl)-4-mchlorophenylpiperazine is added. The mixture is refluxed under stirring for 20 hours, cooled, diluted with an equal volume of ether, the sodium chloride filtered out, and ethereal HCl added. The solid which precipitates is filtered out and crystallized from 95% alcohol. Yield is 13.5 grams, MP 223°C. The following is an alternative method of preparation: 1 gram 2-(γ- chloropropyl)-s-triazolo-[4,3-a]-pyridine-3-one and 5 ml saturated ammonia alcoholic solution are heated for 5 hours in a closed tube at 100°C. The contents of the tube are cooled, the ammonium chloride filtered out and the solvent is removed. There remains a residue of 0.9 grams 2-(γ-aminopropyl)- s-triazolo-[4,3-a]-pyridine-3-one.
This residue is dissolved in isopropyl alcohol and 1 gram N-bis-chloroethylaniline is added to it. The mixture is refluxed for 3 hours. The solvent is removed at a reduced pressure, the residue is treated with 50% potassium carbonate, and extracted with ether. By treating with ethereal hydrochloric acid, 2-N'-m-chlorophenylpiperazino-propyl-s-triazole[4,3-a]pyridine-3-one hydrochloride is precipitated; MP 223°C.

Therapeutic Function

Tranquilizer

General Description

Trazodone is a antidepressant drug sold under trade names such as Desyrel? and Oleptro? for treatment of anxiety disorder, depression, and insomnia. Trazadone, a serotonin antagonist and reuptake inhibitor (SARI), also has anti-anxiety and hypnotic effects. This certified Snap-N-Spike? solution is suitable for use in clinical toxicology, forensic analysis, or urine drug testing methods by LC-MS/MS or GC/MS.

Biochem/physiol Actions

Antidepressant that potentiates the activity of serotonin uptake blockers and has full 5-HT2C serotonin receptor agonist activity. It is metabolized to the 5-HT1 serotonin receptor agonist 1-(3-Chlorophenyl)piperazine.

Clinical Use

Tricyclic-related antidepressant

Drug interactions

Potentially hazardous interactions with other drugs
Alcohol: increased sedative effects.
Antidepressants: avoid concomitant use with MAOIs and moclobemide.
Antiepileptics: antagonism of anticonvulsant effect; concentration reduced by carbamazepine.
Antimalarials: manufacturer advises avoid concomitant use with artemether and lumefantrine and piperaquine with artenimol.
Antivirals: concentration increased by ritonavir; increased risk of ventricular arrhythmias with saquinavir - avoid; concentration possibly increased by telaprevir.

Metabolism

Trazodone is hepatically metabolised via the cytochrome P450 isoenzyme CYP3A4 by n-oxidation and hydroxylation. The metabolite m-chlorophenylpiperazine is active. Trazodone is excreted in the urine almost entirely in the form of its metabolites.

storage

Store at RT

Trazodone hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trazodone hydrochloride manufacturers

Wuhan Circle Star Chem-medical Technology Co.,Ltd
Product
Trazodone hydrochloride 25332-39-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98
Supply Ability
1000
Release date
2025-01-06
Hebei Mujin Biotechnology Co.,Ltd
Product
Trazodone hydrochloride 25332-39-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-25
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Trazodone hydrochloride 25332-39-2
Price
US $0.00/g
Min. Order
100g
Purity
98.0%~102.0%
Supply Ability
100kg/month
Release date
2021-06-23

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