Melitracen

Modify Date: 2025-08-24 17:50:47

Melitracen Structure
Melitracen structure
Common Name Melitracen
CAS Number 5118-29-6 Molecular Weight 291.43000
Density 1.046g/cm3 Boiling Point 399.1ºC at 760mmHg
Molecular Formula C21H25N Melting Point N/A
MSDS N/A Flash Point 174.4ºC

 Use of Melitracen


Melitracen (Melitracene) is an orally active tricyclic antidepressant and it is also a bipolar thymoleptic with activating properties. Melitracen inhibits 3H-5-HT and 14H-5-HT with IC50s of 670 nM and 5500 nM, respectively. Melitracen can be used for the research of depression and anxiety[1][2].

 Names

Name 3-(10,10-dimethylanthracen-9-ylidene)-N,N-dimethylpropan-1-amine
Synonym More Synonyms

 Melitracen Biological Activity

Description Melitracen (Melitracene) is an orally active tricyclic antidepressant and it is also a bipolar thymoleptic with activating properties. Melitracen inhibits 3H-5-HT and 14H-5-HT with IC50s of 670 nM and 5500 nM, respectively. Melitracen can be used for the research of depression and anxiety[1][2].
Related Catalog
Target

IC50: 670 nM (3H-5-HT), 5500 nM (14H-5-HT)[2]

In Vitro Melitracen (0-10 μM; 10 min) inhibits 3H-5-HT in synaptosomes and 14H-5-HT in blood platelets[2]. Cell Viability Assay[2] Cell Line: Synaptosomes and blood platelets from male albino rats Concentration: 0-10 μM Incubation Time: 10 min Result: Inhibited 3H-5-HT in synaptosomes and 14H-5-HT in blood platelets with IC50s of 670 nM and 5500 nM, respectively.
In Vivo Melitracen (10-90 mg/kg; p.o. daily for 3 months) affects behavior, weight and growth of rats[1]. Animal Model: Male and female Wistar rats[1] Dosage: 10, 30 and 90 mg/kg Administration: Oral gavage; 10-90 mg/kg daily; for 3 months Result: Showed aggressive behaviour, excitability, body and livers weight gain, and livers slight atrophic with increasing dose to rats.
References

[1]. Shimamoto K, et al. Relationship between the restriction of food intake and Melitracen, an antidepressant, in the rat. Acta Sch Med Univ Kioto. 1967 Jul;40(1):25-37.

[2]. Hyttel J. Effect of a specific 5-HT uptake inhibitor, citalopram (Lu 10-171), on 3H-5-HT uptake in rat brain synaptosomes in vitro. Psychopharmacology (Berl). 1978 Dec 15;60(1):13-8. doi: 10.1007/BF00429172. PMID: 104340.

 Chemical & Physical Properties

Density 1.046g/cm3
Boiling Point 399.1ºC at 760mmHg
Molecular Formula C21H25N
Molecular Weight 291.43000
Flash Point 174.4ºC
Exact Mass 291.19900
PSA 3.24000
LogP 4.70930
Index of Refraction 1.4900 (estimate)
InChIKey GWWLWDURRGNSRS-UHFFFAOYSA-N
SMILES CN(C)CCC=C1c2ccccc2C(C)(C)c2ccccc21

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB0770000
CHEMICAL NAME :
delta-(sup 9(10),gamma)-Anthracenepropylamine, N,N,10,10-tetramethyl-
CAS REGISTRY NUMBER :
5118-29-6
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C21-H25-N
MOLECULAR WEIGHT :
291.47

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 :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
96 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
315 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
131 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
52 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

 Safety Information

HS Code 2921499090

 Synthetic Route

~%

Melitracen Structure

Melitracen

CAS#:5118-29-6

Literature: Holm,T. Acta Chemica Scandinavica (1947-1973), 1963 , vol. 17, p. 2437 - 2443

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2921499090
Summary 2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

 Synonyms

Melitracen
Melitracene
Adaptol
Thymeol
Trausabun
Meltiracene
9.9-Dimethyl-10-<3-dimethylamino-propyliden>-9.10-dihydro-anthracen
Dixeran
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