Tenatoprazole supplier | CasNO.113712-98-4

Name
Tenatoprazole
EINECS 601-277-6
CAS No. 113712-98-4
Article Data6
CAS DataBase
Density 1.41 g/cm³
Solubility
Melting Point 178-180°C
Formula C₁₆H₁₈N₄O₃S
Boiling Point 591.5 °C at 760 mmHg
Molecular Weight 346.41
Flash Point 311.5 °C
Transport Information
Appearance white crystalline powder
Safety 26-36/37
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1H-Imidazo[4,5-b]pyridine,5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]- (9CI);2-[2-((4-Methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl]-5-methoxyimidazo[4,5-b]pyridine;5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-imidazo[4,5-b]pyridine;TU 199;3H-Imidazo[4,5-b]pyridine,5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-;
PSA 109.20000
LogP 3.16040

Synthetic route

: 5-methoxy-2-[(4-nitro-3,5-dimethyl-2-pyridinyl)methylsulfinyl]imidazo[4,5-b]pyridine

: 124-41-4
sodium methylate

: 113712-98-4
tenatoprazole

Conditions

Conditions	Yield
In methanol at -5℃; for 18h;	79.4%

: 113713-24-9
5-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylthio)-1H-imidazo[4,5-b]pyridine

: 113712-98-4
tenatoprazole

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at -15 - -10℃; Large scale reaction;	74%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 1h;	66.4%
With 3-chloro-benzenecarboperoxoic acid In chloroform

: 113713-24-9
5-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylthio)-1H-imidazo[4,5-b]pyridine

A: 5-methoxy-2-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethanesulfonyl)-1H-imidazo[4,5-b]pyridine

B: 113712-98-4
tenatoprazole

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 5℃; for 0.0166667h; Product distribution / selectivity;

: 113712-98-4
tenatoprazole

: 74-88-4
methyl iodide

: 721924-07-8
5-methoxy-2-(4-methoxy-3,5-dimethylpyridin-2-ylmethanesulfinyl)-1-methyl-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With dmap; potassium carbonate In dichloromethane at 25 - 30℃; for 10h;	91.3%

: 113712-98-4
tenatoprazole

A: 113713-24-9
5-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylthio)-1H-imidazo[4,5-b]pyridine

B: 5'-hydroxyltenatoprazole

C: 5'-hydroxyltenatoprazole sulfide

Conditions

Conditions	Yield
With D-glucose-6-; nicotinamide adenine dinucleotide phosphate; yeast glucose-6-phosphate dehydrogenase In aq. phosphate buffer at 37℃; pH=7.4; Catalytic behavior; Kinetics; Reagent/catalyst; Enzymatic reaction; regioselective reaction;	A n/a B 8.2% C 1.3%
With G1T mutant of CYP102A1; NADPH In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 2h; pH=7.4; Reagent/catalyst; Time; Enzymatic reaction;

...Expand

: 651728-13-1
(4-chlorosulfonylphenoxy)acetic acid 2-(toluene-4-sulfonyl)ethyl ester

: 113712-98-4
tenatoprazole

A: 1015067-31-8
2-tosylethyl 2-{4-[5-methoxy-2-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethanesulfinyl)-1H-imidazo[4,5-b]pyridine-1-ylsulfonyl]-phenoxy}-acetate

B: 1015067-32-9
2-tosylethyl 2-{4-[5-methoxy-2-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethanesulfinyl)-3H-imidazo[4,5-b]pyridine-3-ylsulfonyl]-phenoxy}-acetate

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane at 20℃;

...Expand

: 113712-98-4
tenatoprazole

: (-)5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
Resolution of racemate;
Resolution of racemate;

: 635751-00-7
2-[(chlorocarbonyl)(methyl)amino]ethyl ethyl carbonate

: 113712-98-4
tenatoprazole

: ethyl 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl carbonate

Conditions

Conditions	Yield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 6h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 6h;	0.721 g

: 635751-44-9
2-[(chlorocarbonyl) (phenyl)amino]ethyl acetate

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](phenyl)amino]ethyl acetate

Conditions

Conditions	Yield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 10h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 10h;	0.311 g

: 113712-98-4
tenatoprazole

: (+)5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
Resolution of racemate;

: 2-(chlorocarbonyl(methyl)amino)ethyl acetate

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl acetate

Conditions

Conditions	Yield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 5h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 5h;	0.173 g

: C11H11Cl2NO3

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl 3-chlorobenzoate

Conditions

Conditions	Yield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 14h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 14h;	0.360 g

: 32315-10-9
bis(trichloromethyl) carbonate

: 4527-98-4
1-acetoxy-2-methylaminoethane hydrochloride

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl acetate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 1-acetoxy-2-methylaminoethane hydrochloride With triethylamine In tetrahydrofuran at 15 - 30℃; for 2h; Stage #3: tenatoprazole With dmap; triethylamine In tetrahydrofuran at 60℃; for 5h;

...Expand

: 635750-79-7
2-(methylamino)ethyl 3-chlorobenzoate hydrochloride

: 32315-10-9
bis(trichloromethyl) carbonate

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl 3-chlorobenzoate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 2-(methylamino)ethyl 3-chlorobenzoate hydrochloride With triethylamine In tetrahydrofuran at 15 - 30℃; for 2.5h; Stage #3: tenatoprazole With dmap; triethylamine In tetrahydrofuran at 60℃; for 14h;

...Expand

: 635750-86-6
ethyl 2-(methylamino)ethyl carbonate hydrochloride

: 32315-10-9
bis(trichloromethyl) carbonate

: 113712-98-4
tenatoprazole

: ethyl 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](methyl)amino]ethyl carbonate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: ethyl 2-(methylamino)ethyl carbonate hydrochloride With triethylamine In tetrahydrofuran at 15 - 30℃; for 2.5h; Stage #3: tenatoprazole With dmap; triethylamine In tetrahydrofuran at 60℃; for 6h;

...Expand

: 30761-89-8
2-anilinoethyl acetate hydrochloride

: 32315-10-9
bis(trichloromethyl) carbonate

: 113712-98-4
tenatoprazole

: 2-[[[5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-3H-imidazo[4,5-b]pyridin-3-yl]carbonyl](phenyl)amino]ethyl acetate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 2-anilinoethyl acetate hydrochloride With triethylamine In tetrahydrofuran at 15 - 30℃; for 3h; Stage #3: tenatoprazole With dmap; triethylamine In tetrahydrofuran at 60℃; for 10h;

...Expand

: 113712-98-4
tenatoprazole

: 5-methoxy 2-[[(4-methoxy-3,5-dimethyl)-2-pyridyl methyl]sulfinyl]1H imidazo[4,5-b]pyridine, potassium salt

Conditions

Conditions	Yield
With potassium hydroxide In water at 0℃; for 12h; Product distribution / selectivity;

: 113712-98-4
tenatoprazole

A: 5'-hydroxyltenatoprazole

B: 5'-hydroxyltenatoprazole sulfide

Conditions

Conditions	Yield
With G1T mutant of CYP102A1 for 0.5h; Kinetics; Reagent/catalyst; Enzymatic reaction;

Tenatoprazole Chemical Properties

Molecule structure of Tenatoprazole (CAS NO.113712-98-4):

IUPAC Name: 5-Methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-imidazo[4,5-b]pyridine
Molecular Weight: 346.40412 g/mol
Molecular Formula: C₁₆H₁₈N₄O₃S
Density: 1.41 g/cm³
Boiling Point: 591.5 °C at 760 mmHg
Flash Point: 311.5 °C
Index of Refraction: 1.673
Molar Refractivity: 91.81 cm³
Molar Volume: 244.7 cm³
Surface Tension: 82.3 dyne/cm
Enthalpy of Vaporization: 88.22 kJ/mol
Vapour Pressure: 5.8E-14 mmHg at 25 °C
Storage Temp.: −20 °C
XLogP3-AA: 1.8
H-Bond Donor: 1
H-Bond Acceptor: 6
Rotatable Bond Count: 5
Tautomer Count: 3
Exact Mass: 346.109961
MonoIsotopic Mass: 346.109961
Topological Polar Surface Area: 90
Heavy Atom Count: 24
Canonical SMILES: CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=CC(=N3)OC
InChI: InChI=1S/C16H18N4O3S/c1-9-7-17-12(10(2)14(9)23-4)8-24(21)16-18-11-5-6-13(22-3)19-15(11)20-16/h5-7H,8H2,1-4H3,(H,18,19,20)
InChIKey: ZBFDAUIVDSSISP-UHFFFAOYSA-N
Product Categories: Heterocyclic Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds; API's

Tenatoprazole Uses

Tenatoprazole (CAS NO.113712-98-4) is used as a proton pump inhibitor for reduction and/or prevention of gastrointestinal disorders.

Tenatoprazole Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.

Tenatoprazole Specification

Tenatoprazole (CAS NO.113712-98-4) is also named as (+-)-5-Methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)-1H-imidazo(4,5-b)pyridine ; 5-Methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-1H-imidazo(4,5-b)pyridine ; Protop ; Tu 199 ; UNII-RE0689TX2K ; Ulsacare ; 1H-Imidazo(4,5-b)pyridine, 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)- . Tenatoprazole (CAS NO.113712-98-4) is white crystalline powder. It is an imidazopyridine derivative and has an imidazopyridine ring in place of the benzimidazole moiety found in other proton pump inhibitors.

Product Name

Tenatoprazole

Synthetic route

Tenatoprazole Chemical Properties

Tenatoprazole Uses

Tenatoprazole Safety Profile

Tenatoprazole Specification

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