| Identification | More | [Name]
Melitracen hydrochloride | [CAS]
10563-70-9 | [Synonyms]
3-[10,10-dimethyl-9(10H)-anthrylidene]-N,N-dimethylpropylamine hydrochloride
MELITRACEN HYDROCHLORLD
1-Propanamine, 3-(10,10-dimethyl-9(10H)-anthracenylidene)-N,N-dimethyl-, hydrochloride
MELITRACEN HYDROCHLORID
Melitracen hydrochloride
3-(10,10-Dimethyl-9(10H)-anthracenylidene)-N,N-dimethyl-1-propanamine Hydrochloride
9-(3-Dimethylaminopropylidene)-10,10-dimethyl-9,10-dihydroanthracene Hydrochloride
Adaptol
Melixeran
Thymeol
Trausabun
U-24973A
3-(10,10-Dimethyl-d6)-9(10H)-anthracenylidene)-N,N-dimethyl-1-propanamine Hydrochloride
9-(3-Dimethylaminopropylidene)-10,10-(dimethyl-d6)-9,10-dihydroanthracene Hydrochloride
Adaptol-d6
Melitracen-d6 Hydrochloride
Melitracene-d6
Melixeran-d6
Thymeol-d6
Trausabun-d6 | [EINECS(EC#)]
234-150-5 | [Molecular Formula]
C21H26ClN | [MDL Number]
MFCD00242905 | [Molecular Weight]
327.891 | [MOL File]
10563-70-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
245-248°C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in DMSO | [form ]
Solid | [color ]
White to Off-White | [Water Solubility ]
H2O: 2mg/mL, clear (warmed) | [Usage]
Antidepressant | [InChI]
InChI=1S/C21H25N.ClH/c1-21(2)19-13-7-5-10-17(19)16(12-9-15-22(3)4)18-11-6-8-14-20(18)21;/h5-8,10-14H,9,15H2,1-4H3;1H | [InChIKey]
RADLXCPDUXFGFF-UHFFFAOYSA-N | [SMILES]
C12C=CC=CC=1C(C1C=CC=CC=1/C/2=C\CCN(C)C)(C)C.Cl | [CAS DataBase Reference]
10563-70-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [Storage Class]
6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral | [Toxicity]
LD50 i.v. in mice: 52 mg/kg (Petersen) |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Originator]
Trausabun,Lusofarma,W. Germany,1965 | [Uses]
Antidepressant | [Definition]
ChEBI: Melitracen hydrochloride is a member of anthracenes. | [Manufacturing Process]
24 g of 2-o-benzoylphenylpropanol-2 (MP 116°C) were dissolved in 250 ml of anhydrous ether and the resulting solution was added dropwise while stirring to a suspension of 0.22 mol of dimethylaminopropylmagnesium chloride in 100 ml of ether. The reaction mixture was refluxed for one hour on a steam bath, and water and dilute hydrochloric acid were added until the reaction was pH 4-5. The aqueous phase was separated and 60 ml of concentrated aqueous ammonia were added. The mixture was extracted with ether, and the ether phase was separated, dried and evaporated in a steam bath. The residue was dissolved in hot petroleum ether and the solution left standing to cool for some time, whereupon 4-dimethylamino-1-phenyl-1-[2-(2-hydroxy-2- propyl)phenyl]-butanol-1 crystallized out as white crystals which were sucked off. After drying they melted at 88°C to 90°C.
10 g of this compound were cautiously dissolved in 50 ml of concentrated
sulfuric acid under cooling and the mixture was kept at room temperature for
24 hours, whereupon the reaction mixture was poured into 200 g of finely
crushed ice, and concentrated aqueous ammonia was added to about pH 9,
whereupon the oil which separated out was extracted with ether. The ether
phase was separated, dried and the ether evaporated on a steam bath. The
residue was dissolved in 20 ml of acetone and the solution neutralized with a
solution of dry hydrogen chloride in ether. The white crystals of 9-γdimethylaminopropylidene-10,10-dimethyl-9,10-dihydroanthracene
hydrochloride which separated out was filtered off and dried. Yield 9 g. MP
245°C to 247°C. | [Therapeutic Function]
Antidepressant | [Biological Activity]
Melitracen is a tricyclic antidepressant (TCA) th at likely exerts its in vivo efficacy similarly as imipramine and amitriptyline by inhibiting serotonin-norepinephrine reuptake. |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Shanghai Ennopharm Co., Ltd.
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| Telephone: |
+86 (21) 6435-5022 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList13640/0_EN.htm |
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