CAS No.25332-39-2,Trazodone hydrochloride Suppliers

Products Categories

Pharmaceutical (107)
Organic Chemicals (24)
Others (17)
Reagent (6)
Plant Extract (3)
(2)
Materials (2)

Basic Information

Molecular Structure:
CAS No.:	25332-39-2
Name:	Trazodone hydrochloride
Article Data:	5

Formula:	C₁₉H₂₃Cl₂N₅O
Molecular Weight:	408.331
Synonyms:	s-Triazolo[4,3-a]pyridin-3(2H)-one,2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-, monohydrochloride (8CI);AF1161;Bimaran;Desyrel;KB 831;Mesyrel;Molipaxin;Pragmazone;Thombran;Tombran;Trazolan;Trittico;Trazodone HCL;
EINECS:	246-855-5
Melting Point:	223oC
Boiling Point:	528.5 °C at 760 mmHg
Flash Point:	273.4 °C
Solubility:	Soluble at 25mg/ml in methanol. Also soluble in 0.1M HCl or DMSO. Insoluble in water /n
Hazard Symbols:	Xn,Xi
Risk Codes:	22-40-36/37/38
Safety:	22-36-37/39-26
Transport Information:	UN 3249
PSA:	45.78000
LogP:	3.16660

Synthetic route

: 2-(3-bromopropyl)-1,2,4-triazolo[4,3-a]pyridin-3-(2H)-one

: 13078-15-4
1-(3-chlorophenyl)piperazine hydrochloride

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(3-bromopropyl)[1,2,4]triazolo[4,3-a]pyridine-3(2H)-one; 1-(3-chlorophenyl)piperazine hydrochloride With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide for 0.0166667h; Microwave irradiation; Stage #2: With hydrogenchloride In 1,4-dioxane; acetone Solvent; Reagent/catalyst;	98%

: 19794-93-5
trazodone

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 60℃; for 2h; pH=3;	93%
With hydrogenchloride In water; acetone at 50℃; pH=3 - 4;	90%
With hydrogenchloride In water; acetone pH=3 - 4; Product distribution / selectivity;	87%

: 13078-15-4
1-(3-chlorophenyl)piperazine hydrochloride

: 19666-40-1
2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-(3-chlorophenyl)piperazine hydrochloride; 2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 0.0166667h; Microwave irradiation; Stage #2: With hydrogenchloride In 1,4-dioxane; acetone Solvent;	90%

: 52605-52-4
1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride

: 1,2,4-triazolo<4,3-a>pyridin-3(2H)-one sodium salt

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium carbonate In isopropyl alcohol at 80 - 85℃; for 12h; Reagent/catalyst;	83%

: 109-09-1
2-chloropyridine

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.03 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.02 h / Microwave irradiation View Scheme

: 6969-71-7
[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation View Scheme

: 52605-52-4
1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride

: 6969-71-7
[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride; [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one With tetrabutylammomium bromide; potassium carbonate In acetonitrile Microwave irradiation; Stage #2: With hydrogenchloride In 1,4-dioxane; acetone

: 109-04-6
2-bromo-pyridine

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 2-ethoxy-ethanol / 0.03 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.03 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.02 h / Microwave irradiation View Scheme

: 4930-98-7
pyrid-2-ylhydrazine

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: neat (no solvent) / 0.01 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: neat (no solvent) / 0.01 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.02 h / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: neat (no solvent) / 0.01 h / Microwave irradiation 2: potassium carbonate; tetrabutylammomium bromide / acetonitrile / 0.03 h / Microwave irradiation 3: potassium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.02 h / Microwave irradiation View Scheme

: 6640-24-0
N-(m-chlorophenyl)piperazine

: 25332-39-2
trazodone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / water; 1-methyl-pyrrolidin-2-one / 88 °C / Flow reactor 2: sodium hydroxide / water; acetonitrile / 150 °C / Flow reactor 3: hydrogenchloride / water; acetone / 50 °C / pH 3 - 4 View Scheme

Raw Materials

19794-93-5

Total:130 Page 1 of 4 1 2 3 4 Next>>

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 25332-39-2

Standards and Recommendations

ASSAY: 99.0min
RESIDUE ON IGNITION: 0.1% max
LOSS ON DRYING: 0.5% max
HEAVY METALS: 20ppm max

Specification

The CAS registry number of Trazodone hydrochloride is 25332-39-2. The IUPAC name is 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one hydrochloride (1:1). Its EINECS registry number is 246-855-5. In addition, the formula is C₁₉H₂₃Cl₂N₅O and the molecular weight is 408.32482. It is a kind of off-white powder.

Physical properties about this chemical are: (1)ACD/LogP: 1.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.67; (4)ACD/LogD (pH 7.4): 1.61; (5)ACD/BCF (pH 5.5): 1.09; (6)ACD/BCF (pH 7.4): 9.68; (7)ACD/KOC (pH 5.5): 19.33; (8)ACD/KOC (pH 7.4): 171.45; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 42.39 Å² ; (13)Flash Point: 273.4 °C; (14)Enthalpy of Vaporization: 80.34 kJ/mol; (15)Boiling Point: 528.5 °C at 760 mmHg; (16)Vapour Pressure: 2.94E-11 mmHg at 25°C.

Preparation of Trazodone hydrochloride: at first, we should use 2-chloropyridine and hydratehydrazine to prepare pyridinehydrazine. The reaction time is 24 hours by stirring. In this reaction, we should use diethyl ether to extract the product. Then we can use urea and pyridinehydrazine to prepare 1,2,4-triazolo-[4,3-a]pyridine-3(2H)-one. The reaction time is 2 hours by heating at reaction temperature of 155-160 °C. The yield is about 86.5%. At last, trazodone hydrochloride can be prepared by 1,2,4-triazolo-[4,3-a]pyridine-3(2H)-one and 1-(3-chlorophenyl)-4-(3-chloropropyl)piperazinehydrochloride. This reaction will need reagent ethanol and solvent NaOH. The product should be extracted by dichloromethane and dried by Na₂SO₄. The yield is about 67.5%.

Uses of Trazodone hydrochloride: it is a kind of antidepressants. The effect is similar with tricyclic drugs, but smaller toxicity to the cardiovascular system and no anticholinergic side effects. In addition, it is more applicable to the older or the depression with cardiovascular disease. It can treat the depression, anxiety disorders and schizophrenia in clinical.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and irritating to eyes, respiratory system and skin. You should not breathe dust. Limited evidence of a carcinogenic effect. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.Clc4cccc(N3CCN(CCCN1/N=C2/C=C\C=C/N2C1=O)CC3)c4
(2)InChI: InChI=1/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
(3)InChIKey: OHHDIOKRWWOXMT-UHFFFAOYAR

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	> 40mg/kg (40mg/kg)		Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
dog	LD50	oral	500mg/kg (500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: AGGRESSION	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
man	TDLo	oral	667ug/kg (0.667mg/kg)	CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION	American Journal of Psychiatry. Vol. 141, Pg. 1472, 1984.
man	TDLo	oral	5714ug/kg/4D- (5.714mg/kg)	BEHAVIORAL: EUPHORIA BEHAVIORAL: EXCITEMENT	British Journal of Psychiatry. Vol. 158, Pg. 275, 1991.
man	TDLo	oral	43mg/kg/30D-I (43mg/kg)	BLOOD: AGRANULOCYTOSIS BLOOD: OTHER CHANGES	American Journal of Psychiatry. Vol. 150, Pg. 1563, 1993.
man	TDLo	oral	46mg/kg/8D-I (46mg/kg)	BEHAVIORAL: EXCITEMENT CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Journal of Clinical Pyschopharmacology. Vol. 6, Pg. 117, 1986.
monkey	LD50	intravenous	25mg/kg (25mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 94, 1981.
mouse	LD50	intraperitoneal	255mg/kg (255mg/kg)		Journal of Pharmaceutical Sciences. Vol. 81, Pg. 99, 1992.
mouse	LD50	intravenous	91mg/kg (91mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
mouse	LD50	oral	584mg/kg (584mg/kg)		Drug Development Research. Vol. 22, Pg. 385, 1991.
mouse	LD50	subcutaneous	> 1500mg/kg (1500mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 967, 1991.
rabbit	LD50	intravenous	52mg/kg (52mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
rabbit	LD50	oral	560mg/kg (560mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
rat	LD50	intraperitoneal	178mg/kg (178mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
rat	LD50	intravenous	91mg/kg (91mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
rat	LD50	oral	690mg/kg (690mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Modern Problems of Pharmacopsychiatry. Vol. 9, Pg. 76, 1974.
rat	LD50	subcutaneous	2729mg/kg (2729mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 967, 1991.
women	TDLo	oral	750ug/kg (0.75mg/kg)	BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"	American Journal of Psychiatry. Vol. 141, Pg. 434, 1984.
women	TDLo	oral	80mg/kg (80mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Analytical Toxicology. Vol. 8, Pg. 91, 1984.
women	TDLo	oral	100mg/kg (100mg/kg)	BEHAVIORAL: SLEEP BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION	Clinical Pharmacy. Vol. 4, Pg. 97, 1985.
women	TDLo	oral	720mg/kg/34W- (720mg/kg)	LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION	Annals of Internal Medicine. Vol. 118, Pg. 791, 1993.