Varenicline supplier | CasNO.249296-44-4

Name
Varenicline
EINECS
CAS No. 249296-44-4
Article Data14
CAS DataBase
Density 1.247 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms CP 526555;Chantix;7,8,9,10-Tetrahydro-6,10-methano-6H-pyrazino[2,3-h][3]benzazepine;
PSA 152.87000
LogP 0.01010

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

Conditions	Yield
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

Conditions	Yield
With sodium carbonate In methanol	95%
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

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

: varenicline tartrate

: 249296-44-4
varenicline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 10-(trifluoroacetyl)-10-azatricyclo[6.3.1.02,7]dodeca-2,4,6-triene-4,5-diamine

: 249296-44-4
varenicline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Amberlite IRA 67 / water; tetrahydrofuran / 0 - 30 °C 2: potassium carbonate / water; methanol / 4 h / 50 - 55 °C View Scheme
Multi-step reaction with 2 steps 1: lead(II) oxide / water; dimethyl sulfoxide / 55 - 60 °C 2: sodium hydroxide; water / methanol / 1 h / 40 - 45 °C View Scheme

: 249296-44-4
varenicline

: 98-11-3
benzenesulfonic acid

: 7,8,9,10-tetrahydro-6,10-methano-6H-pyrazino[2,3-h][3]benzazepin benzenesulfonate

Conditions

Conditions	Yield
In isopropyl alcohol at 50 - 55℃; Solvent;	94%

: 249296-44-4
varenicline

: 64-19-7
acetic acid

: varenicline acetate

Conditions

Conditions	Yield
In methanol at 25℃; for 1h; Product distribution / selectivity;	87.5%

: 249296-44-4
varenicline

: 77-92-9
citric acid

: 536696-70-5
varenicline citrate

Conditions

Conditions	Yield
In water; isopropyl alcohol at 50 - 55℃; for 1.25h;	87%

: 249296-44-4
varenicline

: 87-69-4
L-Tartaric acid

: 375815-87-5
varenicline L-tartarate

Conditions

Conditions	Yield
In methanol	84%
In methanol at 20 - 25℃; for 1h; Product distribution / selectivity;	66.1%
In methanol

: 249296-44-4
varenicline

: varenicline hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide In ethanol at 25℃; for 2h; Product distribution / selectivity;	84%

: 249296-44-4
varenicline

: 104-15-4
toluene-4-sulfonic acid

: 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

Conditions

Conditions	Yield
In isopropyl alcohol at 0 - 75℃; for 1.25h; Product distribution / selectivity;	81.84%

: 249296-44-4
varenicline

: 104-15-4
toluene-4-sulfonic acid

: varenicline tosylate

Conditions

Conditions	Yield
In methanol at 25 - 70℃;	64.41%

: 249296-44-4
varenicline

: 1548-13-6
p-trifluoromethyl-phenylisocyanate

: N-(4-(trifluoromethyl)phenyl)-6,7,9,10-tetrahydro-8H-6,10-methanoazepino[4,5-g]quinoxaline-8-carboxamide

Conditions

Conditions	Yield
In dichloromethane at 20 - 23℃; for 2h;	55%

: 249296-44-4
varenicline

: 75-75-2
methanesulfonic acid

: 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

Conditions

Conditions	Yield
In acetone at 20 - 30℃; Product distribution / selectivity;	1.43%

: 249296-44-4
varenicline

: 79-33-4
L-Lactic acid

: varenicline hemi-L-lactate

Conditions

Conditions	Yield
In tert-butyl methyl ether at 40℃; for 1h;

: 249296-44-4
varenicline

: 124-04-9
Adipic acid

: varenicline hemiadipate

Conditions

Conditions	Yield
In isopropyl alcohol at 40℃; for 1h;

: 249296-44-4
varenicline

: 5325-43-9
sodium 1,2-ethanedisulphonate

: varenicline hemi-1,2-ethanedisulfonate

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol at 40℃; for 1h;

: 249296-44-4
varenicline

: 617-48-1
malic acid

: varenicline L-malate

Conditions

Conditions	Yield
In isopropyl alcohol at 40℃; for 1h;

: 249296-44-4
varenicline

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

Conditions

Conditions	Yield
With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 3h; Product distribution / selectivity;
With hydrogenchloride In methanol; ethyl acetate at 20℃; for 0.166667h;

: 249296-44-4
varenicline

: 110-17-8
(2E)-but-2-enedioic acid

: 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

Conditions

Conditions	Yield
In water at 20 - 70℃; for 2h; Product distribution / selectivity;

: 249296-44-4
varenicline

: 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

Conditions

Conditions	Yield
With sulfuric acid In water at 0 - 5℃; Product distribution / selectivity;

: 249296-44-4
varenicline

: varenicline sulfate

Conditions

Conditions	Yield
With sulfuric acid In ethanol; water at 5 - 25℃; for 4h; Product distribution / selectivity; Cooling; Heating;

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

Product Name

Varenicline

Synthetic route

Varenicline Specification

Related Products

Hot Products