CAS No.14769-73-4,Levamisole Suppliers

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Basic Information

Molecular Structure:
CAS No.:	14769-73-4
Name:	Levamisole
Article Data:	15
Cas Database

Formula:	C₁₁H₁₂N₂S
Molecular Weight:	204.296
Synonyms:	(-)-Tetramisole;(S)-(-)-Levamisole;L-Tetramisole;Lepuron;Levamisol;Levipor;Levomysol;(S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole;Totalon;Vermisol 150;Wormicid;l-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole;Imidazo[2,1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-, (S)-;(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2.1-b]thiazole;Levamisole;
EINECS:	238-836-5
Density:	1.326 g/cm³
Melting Point:	230 - 233ºC
Boiling Point:	344.382 °C at 760 mmHg
Flash Point:	162.076 °C
Appearance:	white to off-white crystalline powder
PSA:	40.90000
LogP:	1.51960

Synthetic route

: 16595-80-5
levamisole hydrochloride

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
With sodium hydroxide In diethyl ether; water Inert atmosphere;	98%
With sodium hydroxide In water pH=12;	98.32%
With sodium hydroxide In diethyl ether; water at 20℃; for 0.166667h;	91%

: 75-15-0
carbon disulfide

: 62779-70-8
(1S)-1-phenylethylene-1,2-diamine

: 106-93-4
ethylene dibromide

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
Stage #1: carbon disulfide; (1S)-1-phenylethylene-1,2-diamine In ethanol; water Stage #2: ethylene dibromide With sodium carbonate In ethanol; water	65%

...Expand

: 16595-77-0
(S)-4-Phenyl-4,5-dihydro-1H-imidazole-2-thiol

: 106-93-4
ethylene dibromide

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
With sodium carbonate In isopropyl alcohol	60%
With sodium carbonate In isopropyl alcohol

: 112790-85-9
(S)-3-(2'-hydroxy-2'-phenylethyl)-2-thiazolidinimine hydrochloride

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
With thionyl chloride; potassium carbonate 1.)CH2Cl2, RT, 2 h, 2.) ethanol, reflux, 1 h; Yield given. Multistep reaction;

: 5036-02-2
Tetramisole

: 14769-73-4
Levamisole

: 5036-02-2
Tetramisole

A: 14769-73-4
Levamisole

B: 14769-74-5
R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole

Conditions

Conditions	Yield
With pyrographite; O,O'-dibenzoyl-L-tartaric acid In carbon dioxide at 39℃; under 120010 Torr; Product distribution; Further Variations:; Reagents;
With O,O'-dibenzoyl-L-tartaric acid In dichloromethane; water at 40℃; Sonication; Irradiation; Overall yield = 84 %;	A n/a B n/a

: 112790-83-7
(S)-3-(2'-hydroxy-2'-phenylethyl)-2-thiazolidinimine

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane

: 56613-81-1
(S)-2-Amino-1-phenyl-1-ethanol

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: imidazole 2: K2CO3; 18-crown-6 / Heating 3: TBAF / tetrahydrofuran 4: aq. ethanol / Heating 5: SOCl2 / CH2Cl2 View Scheme

: 121673-61-8
N-(2-chloroethylamino)-1-phenyl-1-ethanol

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. ethanol / Heating 2: SOCl2 / CH2Cl2 View Scheme

: 186343-35-1
(S)-5-phenyl-1,3-oxazolidine-2-one

: 14769-73-4
Levamisole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 79 percent / aq. NaOH / ethanol / Heating 2: imidazole 3: K2CO3; 18-crown-6 / Heating 4: TBAF / tetrahydrofuran 5: aq. ethanol / Heating 6: SOCl2 / CH2Cl2 View Scheme

Raw Materials

106-93-4

Total:197 Page 1 of 6 1 2 3 4 5 6 Next>>

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Specification

The Levamisole, with the CAS registry number 14769-73-4, is also known as (S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole. Its EINECS number is 238-836-5. This chemical's molecular formula is C₁₁H₁₂N₂S and molecular weight is 204.29. What's more, its systematic name is (6S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole. Its classification codes are: (1)Adjuvants, immunologic; (2)Anthelmintics; (3)Anti-Infective Agents; (4)Antinematodal agents; (5)Antiparasitic Agents; (6)Antirheumatic agents; (7)Drug / Therapeutic Agent; (8)Immunologic Factors; (9)Mutation data. This chemical is used as antihelminthic drug that has been tried experimentally in rheumatic disorders where it apparently restores the immune response by increasing macrophage chemotaxis and T-lymphocyte function. Paradoxically, this immune enhancement appears to be beneficial in rheumatoid arthritis where dermatitis, leukopenia, and thrombocytopenia, and nausea and vomiting have been reported as side effects. It should be sealed and stored at the temperature of 0 - 6 °C.

Physical properties of Levamisole are: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.16; (4)ACD/LogD (pH 7.4): -0.06; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.40; (8)ACD/KOC (pH 7.4): 2.99; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 40.9 Å²; (13)Index of Refraction: 1.713; (14)Molar Refractivity: 60.411 cm³; (15)Molar Volume: 154.109 cm³; (16)Polarizability: 23.949×10^-24cm³; (17)Surface Tension: 54.1 dyne/cm; (18)Density: 1.326 g/cm³; (19)Flash Point: 162.076 °C; (20)Enthalpy of Vaporization: 58.834 kJ/mol; (21)Boiling Point: 344.382 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: N\2=C1/SCCN1C[C@@H]/2c3ccccc3
(2)Std. InChI: InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2/t10-/m1/s1
(3)Std. InChIKey: HLFSDGLLUJUHTE-SNVBAGLBSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	43mg/kg (43mg/kg)		Pharmaceutical Chemistry Journal Vol. 30, Pg. 448, 1996.
mouse	LD50	intravenous	22mg/kg (22mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
mouse	LD50	oral	210mg/kg (210mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
mouse	LD50	subcutaneous	84mg/kg (84mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
rabbit	LD50	intravenous	15mg/kg (15mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
rabbit	LD50	oral	700mg/kg (700mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: EXCITEMENT	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
rat	LD50	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: EXCITEMENT	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
rat	LD50	oral	480mg/kg (480mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE	Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 407, 1979.
rat	LD50	subcutaneous	120mg/kg (120mg/kg)	BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	MBI, Mediko Biologicheskaya Informatsiya. Medical-Biological Information. Vol. (6), Pg. 27, 1985.

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