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DIMETHINDENE

Product Name
DIMETHINDENE
CAS No.
5636-83-9
Chemical Name
DIMETHINDENE
Synonyms
Z2001;Triten;Z 2001;Z-2001;Forhistal;DIMETINDENE;Dimetindeno;DIMETHINDENE;demethindene;Dimethpyrindene
CBNumber
CB0194190
Molecular Formula
C20H24N2
Formula Weight
292.42
MOL File
5636-83-9.mol
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DIMETHINDENE Property

Melting point:
50 - 53°C
Boiling point:
424.35°C (rough estimate)
Density 
1.0073 (rough estimate)
refractive index 
1.5640 (estimate)
storage temp. 
Refrigerator, under inert atmosphere
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.58±0.28(Predicted)
color 
Pale Brown to Light Brown
Water Solubility 
238.6mg/L(37 ºC)
InChI
InChI=1S/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3
InChIKey
MVMQESMQSYOVGV-UHFFFAOYSA-N
SMILES
C1C2=C(C=CC=C2)C(C(C2=NC=CC=C2)C)=C1CCN(C)C
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
D460803
Product name
Dimethindene
Packaging
10mg
Price
$260
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD66783
Product name
Dimethindene
Packaging
250mg
Price
$500
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0005856
Product name
DIMETHINDENE
Purity
95.00%
Packaging
1G
Price
$1358.28
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD66783
Product name
Dimethindene
Packaging
10mg
Price
$50
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD66783
Product name
Dimethindene
Packaging
25mg
Price
$100
Updated
2021/12/16
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DIMETHINDENE Chemical Properties,Usage,Production

Originator

Fenistil,Zyma,W. Germany,1961

Definition

ChEBI: Dimetindene is an indene.

Manufacturing Process

26 grams of 2-ethylpyridine is added dropwise with cooling to 20°C and in an atmosphere of nitrogen to a stirred solution of 650 ml of an 0.37 molar solution of phenyl lithium in benzene. After two hours a solution of 10 grams of 2-(2-dimethylaminoethyl)-indan-1-one in 50 ml of dry ether is added over a period of five minutes while stirring and cooling to room temperature. After standing for 24 hours the organo-lithium compounds are decomposed by the addition of 50 ml of water with external cooling. After separating the water phase from the organic solution, the latter is washed several times with 50 ml of water, and then extracted with a mixture of 40 ml of concentrated hydrochloric acid and 100 ml of water.
The acidic solution, containing the 2-(2-dimethylaminoethyl)-1-[1-(2-pyridyl)- ethyl]-indan-1-ol is heated on the steam bath for thirty minutes to effect dehydration to the desired indene derivative. The solution is cooled, made strongly basic with an aqueous solution of ammonia and then extracted with ether. The ether phase is dried over sodium sulfate, filtered, evaporated and the residue distilled.
At 15 mm pressure the excess of 2-ethylpyridine is removed, at 120°C/0.5 mm some unreacted 2-(2-dimethylaminoethyl)-indene distills and at 165°- 175°C/0.5 mm the 2-(2-dimethylaminoethyl)-3-[1-(2-pyridyl)-ethyl]-indene is collected. It may be converted to an aqueous solution of the dihydrochloride by dissolving it in the appropriate amount of dilute hydrochloric acid.
To a solution of 1.0 gram of 2-(2-dimethylaminoethyl)-3[1-(2-pyridyl)-ethyl]- indene in 10 ml of ethanol is added while stirring and heating 0.4 gram of maleic acid. On cooling the 2-(2-dimethylaminoethyl)-3-[1-(2-pyridyl)-ethyl]- indene maleate crystallizes, is filtered off, washed with a small amount of ethanol and recrystallized from ethanol, MP 158°C.

Therapeutic Function

Antihistaminic

Synthesis

Benzylmalonic acid is esterified with dihydropyran and reacted with sodium hydride and 2-dimethylaminoethyl chloride in toluene to give ditetrahydropyranyl-2-benzyl-2- (2-dimethylaminoethyl)malonate, which is cyclized with the help of polyphosphoric acid to 2-(2-dimethylaminoethyl)-indan-1-one. This compound reacts with 2-ethylpyridine and phenyllithium to give the carbinol, which is dehydrated by heating to dimetindene .

DIMETHINDENE Preparation Products And Raw materials

Raw materials

Preparation Products

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DIMETHINDENE Suppliers

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5636-83-9, DIMETHINDENERelated Search:


  • DIMETHINDENE
  • DIMETINDENE
  • 2-(1-(2-(2-Dimethylaminoethyl)inden-3-yl)ethyl)pyridine
  • demethindene
  • Dimethpyrindene
  • Forhistal
  • N,N-Dimethyl-2-(3-[1-(2-pyridinyl)ethyl]-1H-inden-2-yl)ethanamine
  • Pyridine, 2-(1-(2-(2-(dimethylamino)ethyl)inden-3-yl)ethyl)-
  • dimethyl(2-(3-(1-(2-pyridyl)ethyl)inden-2-yl)ethyl)amine
  • DIMETINDENE(DIMETHINDENE)
  • Dimethylpyrindene
  • Triten
  • Dimetinden,baseand/orunspecifiedsalts
  • Dimetindene maleat
  • 2-[1-[2-(2-Dimethylaminoethyl)-1H-inden-3-yl]ethyl]pyridine
  • 2-[1-[2-[2-(Dimethylamino)ethyl]-1H-inden-3-yl]ethyl]pyridine
  • 1H-Indene-2-ethanamine, N,N-dimethyl-3-[1-(2-pyridinyl)ethyl]-
  • DIMETHINDENE USP/EP/BP
  • Dimetindeno
  • Z 2001
  • Z2001
  • Z-2001
  • N,N-Dimethyl-2-(3-(1-(pyridin-2-yl)ethyl)-1H-inden-2-yl)ethan-1-amine
  • 5636-83-9
  • C20H24N2
  • Miscellaneous