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KETOTIFEN

KETOTIFEN Structure
KETOTIFEN structure
CAS No.
34580-13-7
Chemical Name:
KETOTIFEN
Synonyms
hc20-511;HC 20-511;KETOTIFEN;Ketotifeno;idinylidene)-;hiophen-10-one;Ketotifen base;KETOTIFENFUMARATC;Ketotifen Fumaratic;Ketotifen Free Base
CBNumber:
CB9249738
Molecular Formula:
C19H19NOS
Molecular Weight:
309.43
MDL Number:
MFCD00599548
MOL File:
34580-13-7.mol
MSDS File:
SDS
Last updated:2023-12-01 17:57:45
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KETOTIFEN Properties

Melting point 152-153℃
Boiling point 488.9±45.0 °C(Predicted)
Density 1.236
storage temp. Amber Vial, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly, Heated), Methanol (Slightly)
pka 8.84±0.20(Predicted)
form Solid
color Light Yellow to Orange
InChI InChI=1S/C19H19NOS/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19/h2-5,8,11H,6-7,9-10,12H2,1H3
InChIKey ZCVMWBYGMWKGHF-UHFFFAOYSA-N
SMILES C12C(=O)CC3=CC=CC=C3/C(=C3/CCN(C)CC/3)/C=1C=CS2
EWG's Food Scores 1
FDA UNII X49220T18G
ATC code R06AX17,S01GX08
EPA Substance Registry System Ketotifen (34580-13-7)

Pharmacokinetic data

Protein binding 75%
Excreted unchanged in urine 1%
Volume of distribution 8.8
Biological half-life 21

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
HS Code  29349990

KETOTIFEN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC K315413 Ketotifen 34580-13-7 500mg $780 2021-12-16 Buy
American Custom Chemicals Corporation API0003086 KETOTIFEN 95.00% 34580-13-7 1G $1347.37 2021-12-16 Buy
American Custom Chemicals Corporation API0003086 KETOTIFEN 95.00% 34580-13-7 5MG $550 2021-12-16 Buy
Product number Packaging Price Buy
K315413 500mg $780 Buy
API0003086 1G $1347.37 Buy
API0003086 5MG $550 Buy

KETOTIFEN Chemical Properties,Uses,Production

Originator

Zaditen,Wander,Switz.,1978

Uses

Anti-asthmatic.

Uses

Ketotifen is an intermediate in the synthesis of Ketotifen N-Oxide Hydrochloride (K315410), which is a metabolite of Ketotifen (K315100) in humans; formed by human liver microsome. For the free base, see K315115.

Definition

ChEBI: Ketotifen is an organic heterotricyclic compound that is 4,9-dihydro-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one which is substituted at position 4 by a 1-methylpiperidin-4-ylidene group. A blocker of histamine H1 receptors with a stabilising action on mast cells, it is used (usually as its hydrogen fumarate salt) for the treatment of asthma, where it may take several weeks to exert its full effect. It has a role as a H1-receptor antagonist and an anti-asthmatic drug. It is an organosulfur heterocyclic compound, an organic heterotricyclic compound, a cyclic ketone, a member of piperidines, an olefinic compound and a tertiary amino compound. It is a conjugate base of a ketotifen(1+).

Manufacturing Process

3.07 g of iodine-activated magnesium shavings are covered with a layer of 25 cc of tetrahydrofuran, and approximately 1/10 of a solution of 17.7 g of 4- chloro-1-methylpiperidine base in 70 cc of absolute tetrahydrofuran is added. The Grignard reaction is initiated by the addition of a few drops of 1,2- dibromoethane. The remaining 4-chloro-1-methylpiperidine solution is then added dropwise to the magnesium at such a rate that the reaction mixture boils continuously at reflux without external heating. Boiling at reflux is then continued for 1 hour. 15.3 g of 10-methoxy-4H-benzo[4,5]cyclohepta[1,2- b]thiophen-4-one are subsequently added portionwise at 20°C, within 40 minutes, with slight cooling. After stirring at 20°C for 1,5 hours, the reaction solution is poured on a mixture of 180 g of ice and 20 g of ammonium chloride. The free base is extracted with chloroform.
The chloroform solution is concentrated and the residue recrystallized from 270 cc of absolute ethanol. The pure 10-methoxy-4-(1-methyl-4-piperidyl)- 4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ol base, having a melting point of 194°C to 196°C, is obtained in this manner. Microanalysis corresponds with the formula C20H23NO2S.
A mixture of 3.4 g of 10-methoxy-4-(1-methyl-4-piperidyl)-4H-benzo[4,5] cyclohepta [1,2-b]thiophen-4-ol base and 40 cc of 3N hydrochloric acid is kept in a boiling water bath at 95°C to 100°C for 1 hour. The mixture is subsequently made alkaline with concentrated caustic soda solution at 20°C while cooling, and the free base is extracted with chloroform. The chloroform solution is concentrated, and the residue is recrystallized from ethanol/water 1:1. The pure 4-(1-methyl-4-piperidylidene)-4H-benzo[4,5]cyclohepta [1,2-b] thiophen-10(9H)-one base, having a melting point of 152°C to 153°C, is obtained in this manner.

brand name

Zaditor (Novartis).

Therapeutic Function

Anti-asthmatic, Antihistaminic

General Description

Crystals (from ethyl acetate).

Fire Hazard

Flash point data for KETOTIFEN are not available. KETOTIFEN is probably combustible.

Clinical Use

Ketotifen is a potent, selective H1 antihistamine that also prevents release of transmitters from mast cells. It is approved in the United States for topical use to prevent itching of the eye because of allergic conjunctivitis, It is used as a systemic antiallergy agent in several countries outside the United States for the treatment of seasonal allergic rhinitis, hay fever, and asthma. Being structurally analogous to the cyproheptadine-like antihistamines, differences in activity of the two enantiomers (atropisomers) has been noted, being approximately six- to seven-fold in ligand displacement and rodent-based assays. Ketotifen has been shown to stabilize mast cells and to inhibit degranulation of eosinophils. Like olopatadine, it has been shown to interact with model membranes, stabilizing them by interaction with phospholipids monolayers.

KETOTIFEN synthesis

59743-84-9
34580-13-7
Synthesis of KETOTIFEN from Benzo[b]thiophen-10-methoxycycloheptanone

KETOTIFEN Preparation Products And Raw materials

Raw materials

Magnesium Hydrochloric acid 4-Chloropiperidine hydrochloride 10-METHOXY-4H-BENZO[4,5]CYCLOHEPTA[1,2-B]THIOPHEN-4-ONE

Preparation Products

9,10-Dioxo Ketotifen

KETOTIFEN Suppliers

Global( 75)Suppliers
Supplier Tel Email Country ProdList Advantage
QINGDAO HONG JIN CHEMCIAL CO.,LTD.
532-83657313 hjt@hong-jin.com China 228 58
Wuhan Cell Pharmaceutical Co., Ltd
+86-13129979210 +86-13129979210 sales@cellwh.com China 376 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 47465 58
career henan chemical co 		+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD. 		+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
Hefei TNJ Chemical Industry Co.,Ltd. 		0551-65418671 sales@tnjchem.com China 34572 58
Baoji Guokang Healthchem co.,ltd 		+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9427 58
Alfa Chemistry 		+1-5166625404 Info@alfa-chemistry.com United States 21317 58
LEAP CHEM CO., LTD. 		+86-852-30606658 market18@leapchem.com China 24738 58
Hangzhou MolCore BioPharmatech Co.,Ltd. 		+86-057181025280; +8617767106207 sales@molcore.com China 49739 58
Supplier Advantage
QINGDAO HONG JIN CHEMCIAL CO.,LTD.
58
Wuhan Cell Pharmaceutical Co., Ltd
58
CONIER CHEM AND PHARMA LIMITED 		58
career henan chemical co 		58
SHANGHAI T&W PHARMACEUTICAL CO., LTD. 		58
Hefei TNJ Chemical Industry Co.,Ltd. 		58
Baoji Guokang Healthchem co.,ltd 		58
Alfa Chemistry 		58
LEAP CHEM CO., LTD. 		58
Hangzhou MolCore BioPharmatech Co.,Ltd. 		58

View Lastest Price from KETOTIFEN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ketotifen pictures 2024-04-10 Ketotifen
34580-13-7
 US $420.00-200.00 / Kg/Bag 1Kg/Bag 0.99 20 tons Sinoway Industrial co., ltd.
Ketotifen pictures 2023-10-10 Ketotifen
34580-13-7
 US $5.50-3.50 / g 10g 99% 100kg Wuhan Cell Pharmaceutical Co., Ltd
10-(1-methylpiperidin-4-ylidene)-5H-benzo[1,2]cyclohepta[3,4-b]thiophen-4-one pictures 2020-02-13 10-(1-methylpiperidin-4-ylidene)-5H-benzo[1,2]cyclohepta[3,4-b]thiophen-4-one
34580-13-7
 US $1.00 / KG 1KG Min98% HPLC g/kg/ton Career Henan Chemical Co
  • Ketotifen pictures
  • Ketotifen
    34580-13-7
  • US $420.00-200.00 / Kg/Bag
  • 0.99
  • Sinoway Industrial co., ltd.
  • Ketotifen pictures
  • Ketotifen
    34580-13-7
  • US $5.50-3.50 / g
  • 99%
  • Wuhan Cell Pharmaceutical Co., Ltd

34580-13-7(KETOTIFEN)Related Search:

KETOTIFEN HYDROGEN FUMARATE - REFERENCE SPECTRUM KETOTIFEN FUMARATE (N/H) KETOTIFEN IMPURITY G4-(1-METHYLPIPERIDIN-4-YLIDENE)-4H-BENZO(4,5)CYCLOHEPTA(1,2-B)THIPHEN-9,10-DIONE EPY(CRM STANDARD) KETOTIFEN HYDROGEN FUMARATE MM(CRM STANDARD) Ketotifen USP24 BP2000
KETOTIFEN IMPURITY G KETOTIFEN HYDROGEN FUMARATE 10-methoxy-4H-benzo[4,5]-cycloheta[1,2-b]thiophen-4-one(for Ketotifen) KETOTIFEN MM(CRM STANDARD) KETOTIFEN HYDROGEN FUMARATE REFERENCE SPECTRUM EPY(CRM STANDARD)
KETOTIFEN FUMARATE SALT,KETOTIFEN FUMARATE,KETOTIFEN FUMARATE EP 3-BENZYLTHIOPHENE Etolotifen Pizotifen IBD 78
KETOTIFEN

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KETOTIFEN 10h-benzo(4,5)cyclohepta(1,2-b)thiophen-10-one,4,9-dihydro-4-(1-methyl-4-piper 4-(1-Methyl-4-piperidinylidene)-4,9-dihydro-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one 4,9-dihydro-4-(1-methyl-4-piperidinylidene)-10h-benzo(4,5)cyclohepta(1,2-b)t 4,9-Dihydro-4-(1-methyl-4-piperidinylidene)-10H-benzo(4,5)cyclohepta(1,2-b)thiophen-10-one 4,9-Dihydro-4-(1-methyl-4-piperidylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one HC 20-511 hc20-511 hiophen-10-one idinylidene)- Ketotifen Fumaratic KETOTIFENFUMARATC 4-(1-Methyl-4-piperidinylidene)-4H-benzo[4,5]cyclohepta[1,2-d]thiophene-10(9H)-one 10-(1-methylpiperidin-4-ylidene)-5H-benzo[1,2]cyclohepta[3,4-b]thiophen-4-one Ketotifen base Ketotifeno 4-(1-methylpiperidin-4-ylidene)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-10(9H)-one Ketotifen Free Base 34580-13-7 C19H19NOS API's