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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
Molecular Weight:
408.32
MDL Number:
MFCD00079603
MOL File:
25332-39-2.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Trazodone hydrochloride Properties

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)
FDA UNII 6E8ZO8LRNM

Pharmacokinetic data

Protein binding 89-95%
Excreted unchanged in urine <5%
Volume of distribution 1-2(L/kg)
Biological half-life 5-13 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H351
Precautionary statements  P280-P301+P312+P330
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)
NFPA 704
0
3 0

Trazodone hydrochloride price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T-030 Trazodone hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 25332-39-2 1mL $38.1 2024-03-01 Buy
Sigma-Aldrich PHR3372 Trazodone Hydrochloride certified reference material, pharmaceutical secondary standard 25332-39-2 500MG $228 2024-03-01 Buy
Sigma-Aldrich 1673500 Trazodone hydrochloride United States Pharmacopeia (USP) Reference Standard 25332-39-2 200mg $436 2024-03-01 Buy
Alfa Aesar J63070 Trazodone hydrochloride 98+% 25332-39-2 1g $61.65 2024-03-01 Buy
Alfa Aesar J63070 Trazodone hydrochloride 98+% 25332-39-2 5g $234.65 2024-03-01 Buy
Product number Packaging Price Buy
T-030 1mL $38.1 Buy
PHR3372 500MG $228 Buy
1673500 200mg $436 Buy
J63070 1g $61.65 Buy
J63070 5g $234.65 Buy

Trazodone hydrochloride Chemical Properties,Uses,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

19794-93-5
25332-39-2
Synthesis of Trazodone hydrochloride from Trazodone

Trazodone hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trazodone hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trazodone hydrochloride pictures 2024-11-22 Trazodone hydrochloride
25332-39-2
US $0.00 / g 100g 98.0%~102.0% 100kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Trazodone hydrochloride pictures 2024-11-19 Trazodone hydrochloride
25332-39-2
US $77.00-39.00 / mg 99.52% 10g TargetMol Chemicals Inc.
Trazodone hydrochloride pictures 2024-11-14 Trazodone hydrochloride
25332-39-2
US $323.00 / Kg/Bag 1KG 98% 1T Baoji Guokang Bio-Technology Co., Ltd.

Trazodone hydrochloride Spectrum

TRAZODONE HYDROCHLORIDE )-onehcl 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-s-triazolo(4,3-a)pyridin-3(2h af1161 kb-831 molipaxin pragmazone thombran tombran 2-[3-[4-(3-CHLOROPHENYL)-1-PIPERAZINYL]PROPYL]-1,2,4-TRIAZOLO-[4,3,A]PYRIDIINE-3(2H)-ONE HYDROCHLORI 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2h)-one hydrochloride 2-[3-[4-(3-CHLOROPHENYL)-1-PIPERAZINYL]PROPYL]-1,2,4-TRIAZOLO-[4,3,A]PYRIDINE-3(2H)-ONE HYDROCHLORIDE 2-[3-[4-(3-chlorophenyl)piperazin-1-y]propyl]-1,2,4-triazolo[4,3-a]pyridine-3(2H)-one hydrochloride 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one TRAZODONEHYDROCHLORIDE,USP TRAZODONE HYDROCHIORIDE TRAZODONE HYDROCHLORIDE USP29/EP5 Undepre Trazodone Hydrochloride (200 mg) Trazodone hydrochloride (Desyrel) BiMaran Mesyrel Trittico 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one,2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-,hydrochloride (1:1) 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one,hydrochloride (1:1) Trazodone hydrochloride 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one hydrochloride Trazodone hydrochloride solution TrazodonHCL Trazodone HCl,trazodone hydrochloride Trazodone (hydrochloride) (CRM) Trazodone Hydrochloride (1.0 mg/mL in Methanol) trazodone hydrochloride: trazodone hcl razodonehydrochloride Trazodone hydrochloride USP/EP/BP Trazodone HCl (AF-116 Trazodone HydrochlorideQ: What is Trazodone Hydrochloride Q: What is the CAS Number of Trazodone Hydrochloride Q: What is the storage condition of Trazodone Hydrochloride Q: What are the applications of Trazodone Hydrochloride Trazodone Hydrochloride (1673500) TRAZODONE HCL TRAZADONE 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride Trazodone Hydrochloride Tablets Trazadone hydrochloride Trazodone hydrochloride in methanol CID 657357 25332-39-2 156-1-11 C19H22C1N5 C19H22ClN5OxHCl C19H22ClN5OHClC19H23Cl2N5 C19H22ClN5OHClC19H23Cl2N5O C19H22ClN5OHCl C19H23Cl2N5O C18H22N5OHCl 40832 Enzymes, Inhibitors, and Substrates Substrates Xenobiotics and Drug Metabolism BioChemical