CAS 34580-14-8|fumaric acid; ketotifen|(2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one|Ketotifen fumarate|Zaditor|Ke...

General Information

Structure

Molecular Formula

C₂₃H₂₃NO₅S

Molecular Mass

425.49742

Exact Mass

425.12969384

Charge

InChI

InChI=1S/C19H19NOS.C4H4O4/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;5-3(6)1-2-4(7)8/h2-5,8,11H,6-7,9-10,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

InChIKey

YNQQEYBLVYAWNX-WLHGVMLRSA-N

Canonic Smiles

CN1CCC(=C2c3ccccc3CC(=O)c3c2ccs3)CC1.OC(=O)/C=C/C(=O)O

Isomeric Smiles

c12C(=O)Cc3c(C(=C4CCN(CC4)C)c1ccs2)cccc3.C(=O)(/C=C/C(=O)O)O

Calculated Properties

JChem

Acid pKa

12.299357

H Acceptors

H Donor

LogD (pH = 5.5)

1.6982583

LogD (pH = 7.4)

3.1556277

Log P

3.3478694

Molar Refractivity

101.734

Polarizability

35.112392

Polar Surface Area

20.31

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

(2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one (2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),4,10,12-pentaen-8-one (2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),4,11,13-pentaen-8-one 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one; but-2-enedioic acid

Synonyms

Ketotifen fumarateZaditorKetotifen fumarate saltKetotifen Hydrogen FumarateTotifen4,9-Dihydro-4-(1-methyl-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (2E)-2-ButenedioateZastenZaditenKETOTIFEN

IUPAC Traditional name

fumaric acid; ketotifen butenedioic acid; ketotifen

Names and Identifiers

Registration numbers

CAS Number

PubChem CID

EC Number

PubChem SID

MDL Number

Registration numbers

Properties

Product Information

Salt Data

fumarate

Certificate of Analysis

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Pharmacology Properties

Target

histamine

Gene Information

human ... HRH1(3269), PDE7B(27115)

Physical Property

Melting Point

188-190°C (dec.)

Solubility

DMSO

Methanol

Apperance

Off-White Solid

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2024

Biological Activity:
Ketotifen fumarate (Zaditor) is a fumarate acid salt of ketotifen which is a H1-antihistamine and mast cell stabilizer. In its ophthalmic form, ketotifen fumarate is used to treat allergic conjunctivitis, or the itchy red eyes caused by allergies. In its oral form, Ketotifen fumarate (Zaditor) is used to inhibit asthma attacks. Side effects of ketotifen fumarate include drowsiness, weight gain, dry mouth, irritability, and increased nosebleeds. [1]References on Ketotifen fumarate (Zaditor)[1] http://en.wikipedia.org/wiki/Ketotifen, ,

MP Biomedicals

02155155

Fumarate Salt An H1 Histamine receptor antagonist that inhibits the anaphylactic release of histamine.

Sigma Aldrich

K2628

Biochem/physiol Actions
H1 histamine receptor antagonist.

TRC

K315100

Ketotifen is used as an antiasthmatic. Ketotifen is an antiallergic agent.

Molecule Details

References

PubChem Literature