CAS 138112-76-2|Agomelatine

Introduction：Basic information about CAS 138112-76-2|Agomelatine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Agomelatine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles48
8. Synonyms

Common Name	Agomelatine
CAS Number	138112-76-2	Molecular Weight	243.301
Density	1.1±0.1 g/cm3	Boiling Point	478.8±28.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₇NO₂	Melting Point	107-109ºC
MSDS	ChineseUSA	Flash Point	243.4±24.0 °C
Symbol	GHS09	Signal Word	Warning

Names

Name	Agomelatine
Synonym	More Synonyms

Agomelatine BiologicalActivity

Description	Agomelatine is a competitive antagonist of human and porcine serotonin (5-HT2C) receptors (pKi = 6.2 and 6.4, respectively) as well as human 5-HT2B receptors (pKi = 6.6). IC50 value: 6.2 (pKi, 5-HT2c); 6.6 (pKi, 5-HT2b)Target: 5-HT2C Receptor; 5-HT2B receptorIt is classified as a norepinephrine-dopamine disinhibitor (NDDI) due to its antagonism of the 5-HT2C receptor. Activation of 5-HT2C receptors by serotonin inhibits dopamine and norepinephrine release. Antagonism of 5-HT2C results in an enhancement of DA and NE release and activity of frontocortical dopaminergic and adrenergic pathways. Agomelatine is also a potent agonist at melatonin receptors which makes it the first melatonergic antidepressant. Agomelatine is an antidepressant drug.
Related Catalog	Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorResearch Areas >>Neurological Disease
References	[1]. Pan L, Kardono LB, Riswan S, Chai H, Carcache de Blanco EJ, Pannell CM, Soejarto DD, McCloud TG, Newman DJ, Kinghorn AD.Isolation and characterization of minor analogues of silvestrol and other constituents from a large-scale re-collection of Aglaia foveolata.J Nat Prod. 2010 Nov 29;73(11):1873-8. [2]. Zajecka J, Schatzberg A, Stahl S. et al. Efficacy and safety of agomelatine in the treatment of major depressive disorder: a multicenter, randomized, double-blind, placebo-controlled trial. J Clin Psychopharmacol. 2010 Apr;30(2):135-44. [3]. Randy A Sansone, Lori A Sansone. Agomelatine A Novel Antidepressant. Innov Clin Neurosci. 2011 November; 8(11): 10-14. [4]. Michele Fornaro, Davide Prestia, Salvatore Colicchio, and Giulio Perugi. A Systematic, Updated Review on the Antidepressant Agomelatine Focusing on its Melatonergic Modulation. Curr Neuropharmacol. 2010 September; 8(3): 287-304. [5]. Agomelatine

Description

Agomelatine is a competitive antagonist of human and porcine serotonin (5-HT2C) receptors (pKi = 6.2 and 6.4, respectively) as well as human 5-HT2B receptors (pKi = 6.6). IC50 value: 6.2 (pKi, 5-HT2c); 6.6 (pKi, 5-HT2b)Target: 5-HT2C Receptor; 5-HT2B receptorIt is classified as a norepinephrine-dopamine disinhibitor (NDDI) due to its antagonism of the 5-HT2C receptor. Activation of 5-HT2C receptors by serotonin inhibits dopamine and norepinephrine release. Antagonism of 5-HT2C results in an enhancement of DA and NE release and activity of frontocortical dopaminergic and adrenergic pathways. Agomelatine is also a potent agonist at melatonin receptors which makes it the first melatonergic antidepressant. Agomelatine is an antidepressant drug.

Related Catalog

Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorResearch Areas >>Neurological Disease

References

[1]. Pan L, Kardono LB, Riswan S, Chai H, Carcache de Blanco EJ, Pannell CM, Soejarto DD, McCloud TG, Newman DJ, Kinghorn AD.Isolation and characterization of minor analogues of silvestrol and other constituents from a large-scale re-collection of Aglaia foveolata.J Nat Prod. 2010 Nov 29;73(11):1873-8.

[2]. Zajecka J, Schatzberg A, Stahl S. et al. Efficacy and safety of agomelatine in the treatment of major depressive disorder: a multicenter, randomized, double-blind, placebo-controlled trial. J Clin Psychopharmacol. 2010 Apr;30(2):135-44.

[3]. Randy A Sansone, Lori A Sansone. Agomelatine A Novel Antidepressant. Innov Clin Neurosci. 2011 November; 8(11): 10-14.

[4]. Michele Fornaro, Davide Prestia, Salvatore Colicchio, and Giulio Perugi. A Systematic, Updated Review on the Antidepressant Agomelatine Focusing on its Melatonergic Modulation. Curr Neuropharmacol. 2010 September; 8(3): 287-304.

[5]. Agomelatine

Chemical & Physical Properties

Density	1.1±0.1 g/cm3
Boiling Point	478.8±28.0 °C at 760 mmHg
Melting Point	107-109ºC
Molecular Formula	C₁₅H₁₇NO₂
Molecular Weight	243.301
Flash Point	243.4±24.0 °C
Exact Mass	243.125931
PSA	38.33000
LogP	2.27
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.582
InChIKey	YJYPHIXNFHFHND-UHFFFAOYSA-N
SMILES	COc1ccc2cccc(CCNC(C)=O)c2c1
Storage condition	-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AC5956323

CHEMICAL NAME :: Acetamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

CAS REGISTRY NUMBER :: 138112-76-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H17-N-O2

MOLECULAR WEIGHT :: 243.33

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

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

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #5318994

Safety Information

Symbol	GHS09
Signal Word	Warning
Hazard Statements	H400
Precautionary Statements	P273
Hazard Codes	N
Risk Phrases	50
Safety Phrases	61
RIDADR	UN 3077 9 / PGIII
HS Code	2924199090

Customs

HS Code	2924299090
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles48

[The activity of glutathione antioxidant system at melaksen and valdoxan action under experimental hyperthyroidism in rats].

Biomed. Khim. 59(5) , 541-9, (2013)

Investigation of glutathione antioxidant system activity and diene conjugates content in rats liver and blood serum at the influence of melaksen and valdoxan under experimental hyperthyroidism (EG) ha...

[Tachycardia and precordial pain with agomelatine: a case report].

Therapie. 68(5) , 324-5, (2013)

Agomelatine, melatonin and depressive disorder.

Expert Opin. Investig. Drugs 22(4) , 407-10, (2013)

Alteration of nocturnal melatonin production, along with circadian rhythm disturbance, has been demonstrated in several psychiatric disorders. It has been postulated that such disturbances might be ca...

Synonyms

Unii-137R1N49ad

N-[2-(7-Methoxy-1-naphthyl)ethyl]acetamide

Acetamide, N-[2-(7-methoxy-1-naphthalenyl)ethyl]-

Aglomelatine

Agomelatine

N-[2-(7-Methoxy-1-naphthalenyl)ethyl]-acetamide S-20098

AGOMELATIN

Valdoxan

N-(2-(7-Methoxynaphthalen-1-yl)ethyl)acetamide

N-[2-(7-Methoxy-1-naphthalenyl)ethyl]acetamide

Melitor

Thymanax

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