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Varenicline

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Name

Varenicline

EINECS N/A
CAS No. 249296-44-4 Density 1.247 g/cm3
PSA 152.87000 LogP 0.01010
Solubility N/A Melting Point 138.5 °C
Formula C13H13N3 Boiling Point 400.6 °C at 760 mmHg
Molecular Weight 211.266 Flash Point 196.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 249296-44-4 (Varenicline) Hazard Symbols N/A
Synonyms

CP 526555;Chantix;7,8,9,10-Tetrahydro-6,10-methano-6H-pyrazino[2,3-h][3]benzazepine;

Article Data 14

Varenicline Synthetic route

1197286-22-8

5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11).3.5,7,9-pentaene tosylate

249296-44-4

varenicline

Conditions
ConditionsYield
With ammonia In water at 20 - 30℃; pH=9 - 10; Product distribution / selectivity;95.06%

1-(5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11).3.5,7,9-pentaene)-2,2,2-trifluoro-ethanone

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium carbonate In methanol95%
With sodium carbonate In methanol; water at 65 - 70℃; for 3h; Product distribution / selectivity;87.2%
With water; sodium carbonate In methanol at 25 - 70℃; Product distribution / selectivity;
1333145-92-8

5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11),3,5,7,9-pentaene sulfate

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 30℃; for 0.5h; pH=12.5 - 13.5;83%

varenicline tartrate

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 38℃; for 1.5h; Product distribution / selectivity;80%
1333146-06-7

5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11),3,5,7,9-pentaene mesylate

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 30℃; for 0.5h; pH=12.5 - 13.5;70%
1206484-38-9

C21H21N3O

249296-44-4

varenicline

Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate In methanol for 0.5h; Reflux;64%
1186072-37-6

5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11),3,5,7,9-pentaene fumarate

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 30℃; for 0.5h; pH=12.5 - 13.5;59.4%

1-(5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11).3.5,7,9-pentaene)-2,2,2-trifluoro-ethanone

230615-56-2

1-(4-amino-10-aza-tricyclo[6.3.1.02,7]dodeca-2,4,6-trien-10-yl)-2,2,2-trifluoro-ethanone

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide; water In toluene at 37 - 40℃;

7,8,9,10-tetrahydro-6,10-methano-6H-pyrazino[2,3-h][3]benzazepine L-tartrate

249296-44-4

varenicline

Conditions
ConditionsYield
With sodium hydroxide In water for 0.0333333h;

1-(5,8,14-triazatetracyclo[10.3.1.0(2,11).0(4,9)]hexadeca-2(11),3,5,9-pentaene)-2,2,2-trifluoro-ethanone

249296-44-4

varenicline

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 0 - 30℃; for 1h; Product distribution / selectivity;

Varenicline Specification

The 6,10-Methano-6H-pyrazino[2,3-h][3]benzazepine,7,8,9,10-tetrahydro- is an organic compound with the formula C13H13N3. The systematic name of this chemical is 7,8,9,10-tetrahydro-6H-6,10-methanoazepino[4,5-g]quinoxaline. With the CAS registry number 249296-44-4, it is also named as Varenicline. The product's category is API Intermediates. Besides, it is a prescription medication used to treat smoking addiction. Varenicline is a nicotinic receptor partial agonist. As a partial agonist, it both reduces cravings for and decreases the pleasurable effects of cigarettes and other tobacco products, and through these mechanisms it can assist some patients to quit smoking.

Physical properties about 6,10-Methano-6H-pyrazino[2,3-h][3]benzazepine,7,8,9,10-tetrahydro- are: (1)ACD/LogP: 0.74; (2)#H bond acceptors: 3; (3)#H bond donors: 1; (4)Polar Surface Area: 29.02 Å2; (5)Index of Refraction: 1.667; (6)Molar Refractivity: 63.07 cm3; (7)Molar Volume: 169.3 cm3; (8)Polarizability: 25×10-24cm3; (9)Surface Tension: 57.9 dyne/cm; (10)Density: 1.247 g/cm3; (11)Flash Point: 196.1 °C; (12)Enthalpy of Vaporization: 65.15 kJ/mol; (13)Boiling Point: 400.6 °C at 760 mmHg; (14)Vapour Pressure: 1.25E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: n1c2cc3c(cc2ncc1)C4CNCC3C4
(2)InChI: InChI=1/C13H13N3/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1/h1-2,4-5,8-9,14H,3,6-7H2
(3)InChIKey: JQSHBVHOMNKWFT-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C13H13N3/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1/h1-2,4-5,8-9,14H,3,6-7H2
(5)Std. InChIKey: JQSHBVHOMNKWFT-UHFFFAOYSA-N

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