Melitracen

Modify Date: 2024-01-12 18:30:18

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)

 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