UNII:6LL60J9E0O

Names

[ Name ]:
UNII:6LL60J9E0O

[Synonym ]:
Fenistil-retard
N,N-Dimethyl-2-{3-[1-(2-pyridinyl)ethyl]-1H-inden-2-yl}ethanamine (2Z)-2-butenedioate (1:1)
Fenistil
Forthistal maleate
1H-Indene-2-ethanamine, N,N-dimethyl-3-[1-(2-pyridinyl)ethyl]-, (2Z)-2-butenedioate (1:1)
Dimethinden maleate
Forhistal maleate
Dimethpyrindene maleate
Dimethindene maleate
Dimetindene maleate
UNII:6LL60J9E0O
SU-6518
3-[a-(2'-Pyridyl)ethyl]-2-(b-dimethylaminoethyl)indene Maleate (1:1)
N,N-Dimethyl-2-{3-[1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethanamine (2Z)-but-2-enedioate (1:1)
dimetindene hydrogen maleate

Biological Activity

[Description]:

Dimethindene maleate is a selective histamine H1 antagonist with antihistamine effects. Dimethindene maleate can be used for the research of hypersensitivity reactions[1][2][3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> Histamine Receptor

[Target]

Human Endogenous Metabolite

[In Vitro]

Dimethindene maleate (1-1000 μM) suppresses the cromakalim-induced/glibenclamide-sensitive K＋ currents in a concentration-dependent and reversible manner with an IC50 value of 29.5 μM[2]. Dimethindene maleate (1-1000 μM) inhibits Y-26763-induced glibenclamide-sensitive K＋ currents with an IC50 value of 49 μM[2].

[In Vivo]

Dimethindene maleate (0.25 mg; i.p. once) affects wound healing in mice[1]. Animal Model: C57BL/6 mice with wound healing[1] Dosage: 0.25 mg Administration: Intraperitoneal injection; 0.25 mg once Result: Significantly delayed skin wound and only showed wound closure impairment in the initial phase wound healing.

Chemical & Physical Properties

[ Boiling Point ]:
416.3ºC at 760mmHg

[ Melting Point ]:
159-161℃

[ Molecular Formula ]:
C₂₄H₂₈N₂O₄

[ Molecular Weight ]:
408.490

[ Flash Point ]:
205.6ºC

[ Exact Mass ]:
408.204895

[ PSA ]:
90.73000

[ LogP ]:
3.85850

[ Water Solubility ]:
Slightly soluble in water, soluble in methanol

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UT0830000

CAS REGISTRY NUMBER :: 3614-69-5

LAST UPDATED :: 199106

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C20-H24-N2.C4-H4-O4

MOLECULAR WEIGHT :: 408.54

WISWESSER LINE NOTATION :: L56 BHJ C2N1&1 DY1&- BT6NJ &QV2VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 618 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 3,534,1961

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 26800 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 3,534,1961

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 3,534,1961

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 888 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 3,534,1961

Safety Information

[ Hazard Codes ]:
Xn

[ HS Code ]:
2933399090

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Chiral separation of alkylamine antihistamines in pharmaceuticals by capillary isotachophoresis with charged cyclodextrin.

Drug Dev. Ind. Pharm. 33(11) , 1199-204, (2007)

Cyclodextrin-mediated capillary isotachophoresis (ITP) in cationic regime of the separation was developed for the separation and quantitation of alkylamine antihistamine dimethindene (DIM) and phenira...

Identification of a novel selective H1-antihistamine with optimized pharmacokinetic properties for clinical evaluation in the treatment of insomnia.

Bioorg. Med. Chem. Lett. 20(19) , 5874-8, (2010)

Analogs of the known H(1)-antihistamine R-dimethindene with suitable selectivity for key GPCRs, P450 enzymes and hERG channel were assessed for metabolism profile and in vivo properties. Several analo...

Identification and determination of ketotifen hydrogen fumarate, azelastine hydrochloride, dimetindene maleate and promethazine hydrochloride by densitometric method.

Acta Pol. Pharm. 70(6) , 951-9, (2013)

Conditions for determination of: ketotifen hydrogen fumarate, azelastine hydrochloride, dimetindene maleate and promethazine hydrochloride by densitometric method in substances and pharmaceuticals wer...