Telmisartan supplier | CasNO.144701-48-4

Name
Telmisartan
EINECS 620-494-7
CAS No. 144701-48-4
Article Data56
CAS DataBase
Density 1.24 g/cm³
Solubility insoluble in water
Melting Point 261-263 °C
Formula C₃₃H₃₀N₄O₂
Boiling Point 771.9 °C at 760 mmHg
Molecular Weight 514.627
Flash Point 420.6 °C
Transport Information
Appearance White or off white crystalline powder
Safety 22-24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (1,1-Biphenyl)-2-carboxylic acid, 4-((1,4-dimethyl-2-propyl(2,6-bi-1H-benzimidazol)-1-yl)methyl)-;Micardis;4-((4-Methyl-6-(1-methyl-2-benzimidazolyl)-2-propyl-1-benzimidazolyl)methyl)-2-biphenylcarboxylic acid;Timetazidine;4'-[(1,4'-dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl]- [1,1'-biphenyl]-2-carboxylic acid;
PSA 72.94000
LogP 7.26440

Synthetic route

: 144702-27-2
4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl With sodium hydroxide; water In ethylene glycol for 8h; Heating / reflux; Stage #2: With acetic acid In water; ethylene glycol at 20℃; pH=4; Product distribution / selectivity;	98%
Stage #1: 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl With potassium hydroxide; water In ethylene glycol at 140 - 150℃; for 21h; Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃; pH=7; Product distribution / selectivity;	98%
Stage #1: 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl With water; potassium hydroxide In ethylene glycol at 150 - 155℃; Stage #2: With water; acetic acid for 2h; pH=4 - 4.5; Product distribution / selectivity;	98.7%

: 528560-93-2
4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester With methanol; sodium hydroxide; water for 2h; Heating / reflux; Stage #2: With acetic acid In water	98.6%
Stage #1: 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester With methanol; potassium hydroxide for 24h; Reflux; Stage #2: With formic acid Product distribution / selectivity;	96%
Stage #1: 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester With sodium hydroxide In methanol; water for 3h; Reflux; Stage #2: With acetic acid In methanol; water pH=5;	95%

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 150766-86-2
4'-bromomethylbiphenyl-2-carboxylic acid

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 1h; Stage #2: 4'-bromomethylbiphenyl-2-carboxylic acid In N,N-dimethyl-formamide at 10℃; Solvent; Reagent/catalyst; Temperature;	95%

: 515815-48-2
tert-butyl-4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate hydrochloride

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: tert-butyl-4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate hydrochloride With acetic acid In water Heating / reflux; Stage #2: With sodium hydroxide In water at 80 - 90℃;	93.3%
With sodium hydroxide; water In water; acetic acid at 80 - 90℃; Heating / reflux;	93.3%

: 144702-26-1
tert-butyl 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 100℃; Reagent/catalyst; Solvent;	93%
With trifluoroacetic acid In N,N-dimethyl-formamide for 4h;	70%
With trifluoroacetic acid In N-methyl-acetamide	63.9%
With trifluoroacetic acid In dichloromethane for 24h; Ambient temperature; Yield given;

: 960356-44-9
4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylic acid ammonium salt

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylic acid ammonium salt With pyrographite In methanol at 25℃; for 0.5h; Stage #2: With acetic acid In methanol at 5℃; for 1h;	93%
at 60℃; for 12h; Temperature; Time;	91%

: 4'-[(2-butyrylamino-3-methyl-5-(1N-methyl-1H-benzimidazol-2-yl)-phenylamino)-methyl]-biphenyl-2-carboxylic acid isopropyl ester

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4'-[(2-butyrylamino-3-methyl-5-(1N-methyl-1H-benzimidazol-2-yl)-phenylamino)-methyl]-biphenyl-2-carboxylic acid isopropyl ester With acetic acid for 3h; Reflux; Stage #2: With sodium hydroxide In ethanol for 12h; Reflux; Stage #3: With hydrogenchloride In ethanol; water for 1h; pH=5 - 6; Cooling;	92%

: 172525-90-5
4'-[(2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-benzimidazol-1-yl)methyl]-biphenyl-2-carboxaldehyde

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10 - 20℃; for 1.5h;	90.6%
With oxone In N,N-dimethyl acetamide at 20 - 120℃; for 27.5h;
With sodium perborate In acetic acid at 100℃;

: C25H25BN2O4

: 49572-60-3
2-bromo-1-methyl-1H-benzo[d]imidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In 1,4-dioxane at 80℃; for 6h; Reagent/catalyst; Solvent; Suzuki Coupling; Inert atmosphere;	90.05%

: 915124-86-6
4’-((1,7′-dimethyl-2′-propyl-1H,3′H-[2,5′-bibenzo[d]imidazol]-3′-yl)methyl)-[1,1′-biphenyl]-2-carboxamide

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4’-((1,7′-dimethyl-2′-propyl-1H,3′H-[2,5′-bibenzo[d]imidazol]-3′-yl)methyl)-[1,1′-biphenyl]-2-carboxamide With sulfuric acid In water at 125℃; for 28h; Stage #2: With sodium hydroxide In dichloromethane; water pH=5.4;	89%
Stage #1: 4’-((1,7′-dimethyl-2′-propyl-1H,3′H-[2,5′-bibenzo[d]imidazol]-3′-yl)methyl)-[1,1′-biphenyl]-2-carboxamide With potassium hydroxide In propylene glycol at 85 - 150℃; Stage #2: With water; acetic acid at 25 - 85℃; for 1.25h;	84%

: potassium (1-(2′-carboxy-[1,1′-biphenyl]-4-yl)-4-methyl-2-propylbenzimidazole-6-yl)trifluoroborate

: 49572-60-3
2-bromo-1-methyl-1H-benzo[d]imidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide In ethanol; water at 150℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Suzuki Coupling; Microwave irradiation; Sealed tube;	89%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide In ethanol; water at 150℃; under 13680.9 Torr; for 0.5h; Reagent/catalyst; Temperature; Suzuki Coupling; Microwave irradiation; Sealed tube;	89%

: telmisartan tert-butyl ester oxalate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: telmisartan tert-butyl ester oxalate With water; sodium hydroxide In butan-1-ol at 115 - 120℃; Stage #2: With hydrogenchloride In water; butan-1-ol at 10 - 30℃; for 5h; pH=4.5 - 5;	88.4%

: 114772-38-2
Methyl 4'-(bromomethyl)biphenyl-2-carboxylate

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate; 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In dimethyl sulfoxide at 25 - 50℃; for 4h; Stage #2: With water; acetic acid In water; dimethyl sulfoxide at 20℃; pH=3.8 - 4; Product distribution / selectivity;	88%
Stage #1: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate; 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydroxide In dimethyl sulfoxide at 25 - 50℃; for 4h; Stage #2: With water; acetic acid In water; dimethyl sulfoxide pH=4.2; Product distribution / selectivity;	80%

: 4-{[2-n-propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazol-1-yl]methyl}chlorobenzene

: sodium 2-carboxylic acid phenylborate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 2-methyltetrahydrofuran; water at 65℃; for 20h; Inert atmosphere;	88%

: 1191259-51-4
3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With hydrogenchloride; water at 100 - 105℃; for 30h;	85%
With hydrogenchloride; water at 100 - 105℃; for 30h; Inert atmosphere;	85%
Stage #1: 3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole With hydrogenchloride; water for 30h; Reflux; Stage #2: With sodium hydroxide In water at 0 - 20℃; pH=9 - 10; Stage #3: With acetic acid In water; acetonitrile for 2h; pH=5 - 5.5;	85%

: 667457-41-2
4-(chloromethyl)biphenyl-2'-carboxylic acid

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Cooling with ice; Stage #2: 4-(chloromethyl)biphenyl-2'-carboxylic acid In N,N-dimethyl-formamide at 20 - 50℃; for 5h; Reagent/catalyst; Temperature;	84%

: 4'-[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-ylmethyl]biphenyl-2-carboxylic acid dihydrochloride

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With ammonia In methanol; water at 0 - 55℃; for 7.75h; pH=6.5;	82.2%

: 3'-{[2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl}-1,7'-dimethyl-2'-propyl-1H.3'H-2,5'-bibenzimidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With hydrogenchloride In water at 100 - 110℃; for 30h;	80%

: 884330-05-6
4'-(1,4'-dimethyl-2'-propyl-1H-[2,5']dibenzimidazolyl-3'-ylmethyl)biphenyl-2-carboxylic acid methyl ester hydrochloride

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 4'-(1,4'-dimethyl-2'-propyl-1H-[2,5']dibenzimidazolyl-3'-ylmethyl)biphenyl-2-carboxylic acid methyl ester hydrochloride With potassium hydroxide In acetonitrile at 80 - 85℃; for 2h; Stage #2: With acetic acid In water; acetonitrile at 60 - 65℃; for 2h; pH=5 - 5.5;	77%

: 4'-chloromethylbiphenyl-2-carboxylic acid methyl ester

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In acetonitrile for 0.166667h; Stage #2: 4'-chloromethylbiphenyl-2-carboxylic acid methyl ester In acetonitrile Stage #3: With hydrogenchloride In water	75.1%

: 1197049-22-1
3-(4-((1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazol-3'-yl)methyl)phenyl)propiolic acid

: 74-86-2
acetylene

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 30℃; for 8h; Inert atmosphere;	68%

: 201230-82-2
carbon monoxide

: 1206701-77-0
3'-((2'-bromobiphenyl-4-yl)methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazole

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
With tributyl-amine; cesium acetate; palladium diacetate; triphenylphosphine In water; N,N-dimethyl-formamide at 120℃; for 24h;	60%

: 18595-14-7
methyl 4-amino-3-methylbenzoate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: chlorobenzene / 100 °C 2: fuming HNO3, 60percent H2SO4 / 0 °C 3: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr 4: glacial CH3COOH / 1.5 h / Heating 5: 5.46 g / aq. NaOH / methanol / 2 h / Heating 6: 5.86 g / polyphosphoric acid / 20 h / 150 °C 7: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 8: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 8 steps
1: chlorobenzene / 100 °C
2: fuming HNO3, 60percent H2SO4 / 0 °C
3: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr
4: glacial CH3COOH / 1.5 h / Heating
5: 5.46 g / aq. NaOH / methanol / 2 h / Heating
6: 5.86 g / polyphosphoric acid / 20 h / 150 °C
7: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h
8: CF3COOH / CH2Cl2 / 24 h / Ambient temperature
View Scheme

: 25148-68-9
N-methylbenzene-1,2-diamine dihydrochloride

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 5.86 g / polyphosphoric acid / 20 h / 150 °C 2: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 3: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme

: 152628-03-0
4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 5.86 g / polyphosphoric acid / 20 h / 150 °C 2: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 3: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme

: 301533-59-5
methyl 4-(n-butyrylamino)-3-methylbenzoate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: fuming HNO3, 60percent H2SO4 / 0 °C 2: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr 3: glacial CH3COOH / 1.5 h / Heating 4: 5.46 g / aq. NaOH / methanol / 2 h / Heating 5: 5.86 g / polyphosphoric acid / 20 h / 150 °C 6: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 7: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme

: 152628-00-7
4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 5.46 g / aq. NaOH / methanol / 2 h / Heating 2: 5.86 g / polyphosphoric acid / 20 h / 150 °C 3: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 4: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / methanol / 80 °C 2.1: sodium hydroxide / N,N-dimethyl-formamide; water / 0.5 h / 0 - 5 °C 2.2: 0.5 h 3.1: sodium hydroxide / methanol / 80 °C 3.2: 5 - 10 °C / pH 6 - 6.5 View Scheme
Multi-step reaction with 5 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 20 - 32 °C 2.1: water; sodium hydroxide / methanol / 70 °C 2.2: 2 h / pH 3 - 4 3.1: thionyl chloride / 4 h / 78 - 80 °C / Inert atmosphere 4.1: triethylamine / dichloromethane / 0.5 h / 5 - 10 °C / Inert atmosphere 4.2: 85 °C 4.3: pH 9 - 10 5.1: water; potassium hydroxide / ethylene glycol / 150 - 155 °C 5.2: 2 h / pH 4 - 4.5 View Scheme

: 675882-71-0
methyl 4-(n-butyrylamino)-3-methyl-5-aminobenzoate

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: glacial CH3COOH / 1.5 h / Heating 2: 5.46 g / aq. NaOH / methanol / 2 h / Heating 3: 5.86 g / polyphosphoric acid / 20 h / 150 °C 4: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 5: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / toluene / Reflux 2.1: potassium hydroxide / N,N-dimethyl-formamide / 20 - 32 °C 3.1: water; sodium hydroxide / methanol / 70 °C 3.2: 2 h / pH 3 - 4 4.1: thionyl chloride / 4 h / 78 - 80 °C / Inert atmosphere 5.1: triethylamine / dichloromethane / 0.5 h / 5 - 10 °C / Inert atmosphere 5.2: 85 °C 5.3: pH 9 - 10 6.1: water; potassium hydroxide / ethylene glycol / 150 - 155 °C 6.2: 2 h / pH 4 - 4.5 View Scheme

Yield

Multi-step reaction with 5 steps
1: glacial CH3COOH / 1.5 h / Heating
2: 5.46 g / aq. NaOH / methanol / 2 h / Heating
3: 5.86 g / polyphosphoric acid / 20 h / 150 °C
4: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h
5: CF3COOH / CH2Cl2 / 24 h / Ambient temperature
View Scheme

Multi-step reaction with 6 steps
1.1: toluene-4-sulfonic acid / toluene / Reflux
2.1: potassium hydroxide / N,N-dimethyl-formamide / 20 - 32 °C
3.1: water; sodium hydroxide / methanol / 70 °C
3.2: 2 h / pH 3 - 4
4.1: thionyl chloride / 4 h / 78 - 80 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / 0.5 h / 5 - 10 °C / Inert atmosphere
5.2: 85 °C
5.3: pH 9 - 10
6.1: water; potassium hydroxide / ethylene glycol / 150 - 155 °C
6.2: 2 h / pH 4 - 4.5
View Scheme

: 152628-01-8
4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester

: 144701-48-4
telmisatran

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr 2: glacial CH3COOH / 1.5 h / Heating 3: 5.46 g / aq. NaOH / methanol / 2 h / Heating 4: 5.86 g / polyphosphoric acid / 20 h / 150 °C 5: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 6: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1.1: water; sodium dithionite / 70 - 100 °C 2.1: sodium hydroxide / N,N-dimethyl-formamide; water / 0.5 h / 0 - 5 °C 2.2: 0.5 h 3.1: sodium hydroxide / methanol / 80 °C 3.2: 5 - 10 °C / pH 6 - 6.5 View Scheme
Multi-step reaction with 4 steps 1.1: sodium dithionite / water / 70 - 100 °C 2.1: sodium hydroxide; water / methanol / 80 °C 3.1: sodium hydroxide / N,N-dimethyl-formamide; water / 0.5 h / 0 - 5 °C 3.2: 0.5 h 4.1: sodium hydroxide / methanol / 80 °C 4.2: 5 - 10 °C / pH 6 - 6.5 View Scheme
Multi-step reaction with 7 steps 1.1: hydrogen / nickel / methanol / 30 - 36 °C / 2574.5 - 3310.08 Torr / Autoclave 2.1: toluene-4-sulfonic acid / toluene / Reflux 3.1: potassium hydroxide / N,N-dimethyl-formamide / 20 - 32 °C 4.1: water; sodium hydroxide / methanol / 70 °C 4.2: 2 h / pH 3 - 4 5.1: thionyl chloride / 4 h / 78 - 80 °C / Inert atmosphere 6.1: triethylamine / dichloromethane / 0.5 h / 5 - 10 °C / Inert atmosphere 6.2: 85 °C 6.3: pH 9 - 10 7.1: water; potassium hydroxide / ethylene glycol / 150 - 155 °C 7.2: 2 h / pH 4 - 4.5 View Scheme

: 75-75-2
methanesulfonic acid

: 144701-48-4
telmisatran

: telmisartan methanesulfonate

Conditions

Conditions	Yield
In tetrahydrofuran for 2h; Solvent; Reflux;	98.6%

: N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

: 144701-48-4
telmisatran

: 3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl 4'-((1,7'-dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)-[1,1'-biphenyl]-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	98%

: 144701-48-4
telmisatran

: 960356-44-9
4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylic acid ammonium salt

Conditions

Conditions	Yield
With ammonia In ethanol at 10 - 15℃; Solvent; Temperature; Large scale;	96.3%
With ammonium hydroxide In ethanol; water at 25℃; for 0.166667h; Time;
With ammonia In methanol

: 144701-48-4
telmisatran

: 515815-47-1
telmisartan sodium

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water; toluene at 78℃; for 0.5h;	96%
Stage #1: telmisatran With sodium hydroxide In methanol; water at 20℃; for 2h; Stage #2: In ethanol; tert-butyl methyl ether at 20℃; for 4.5h; Product distribution / selectivity; Heating / reflux;	95%
With sodium hydroxide In ethanol at 20℃; for 1h;	81%

: 85622-93-1
temozolomide

: 144701-48-4
telmisatran

: 528560-93-2
4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 60℃; for 6h; Sealed tube;	95%

: 144701-48-4
telmisatran

: 2-[4-[[4-methyl-6-(1-methylbenzoimidazol-2-yl)-2-propylbenzoimidazol-1-yl]methyl]phenyl]benzoic acid zinc salt

Conditions

Conditions	Yield
With zinc(II) chloride In acetone at 53℃; for 2h; Product distribution / selectivity;	93%

: C15H22N4O5

: 144701-48-4
telmisatran

: C48H50N8O6

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	93%

: 75-11-6
diiodomethane

: 144701-48-4
telmisatran

C67H60N8O4: C67H60N8O4

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 50℃; for 12h; Solvent; Temperature;	93%

: 75-09-2
dichloromethane

: 144701-48-4
telmisatran

: C67H60N8O4

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 65℃; for 18h; Reagent/catalyst; Temperature; Solvent;	92%

: 144701-48-4
telmisatran

: 74-95-3
1,2-dibromomethane

: C67H60N8O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 8h; Solvent; Temperature; Reagent/catalyst;	92%

: 557-68-6
iodobromomethane

: 144701-48-4
telmisatran

: C67H60N8O4

Conditions

Conditions	Yield
With sodium carbonate In dimethyl sulfoxide at 65℃; for 9h;	91%

: 1135-99-5
diphenyltin(IV) dichloride

: 144701-48-4
telmisatran

: C78H68N8O4Sn

Conditions

Conditions	Yield
for 8h; Reflux;	90%

: 593-71-5
Chloroiodomethane

: 144701-48-4
telmisatran

: C67H60N8O4

Conditions

Conditions	Yield
With sodium carbonate In dimethyl sulfoxide at 65℃; for 8h;	90%

: 683-18-1
dibutyltin chloride

: 144701-48-4
telmisatran

: C74H76N8O4Sn

Conditions

Conditions	Yield
for 8h; Reflux;	89%

: 144701-48-4
telmisatran

: 4'-((1,7'-dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)[1,1'-biphenyl]-2-carbonyl fluoride

Conditions

Conditions	Yield
With dmap; trifluoromethyl trifluoromethanesulfonate In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	89%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate In tetrahydrofuran at 20℃;
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃; for 1h;

: 144701-48-4
telmisatran

: 2-[4-[[4-methyl-6-(1-methylbenzoimidazol-2-yl)-2-propylbenzoimidazol-1-yl]methyl]phenyl]benzoic acid calcium salt

Conditions

Conditions	Yield
With calcium hydroxide In methanol at 60 - 65℃; for 12h;	87%
With calcium hydroxide In methanol Heating / reflux;

Telmisartan Consensus Reports

It is believed that telmisartan’s dual mode of action may provide protective benefits against the vascular and renal damage caused by diabetes and cardiovascular disease (CVD).

Telmisartan Specification

1. Introduction of Telmisartan

Telmisartan, with the IUPAC Name of 2-[4-[[4-Methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoic acid
Synonyms of Telmisartan (CAS NO.144701-48-4): 4'[(1,4'-Dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl][1,1'-biphenyl]-2-carboxylic acid, is one kind of white or off white crystalline powder. This chemical belongs to the Product Categories which include Pharmaceutical material and intermeidates; Active Pharmaceutical Ingredients; INTERMEDIATESOF; Antihypertensive; Imidazoles; (intermediates of telmisartan); Telmisartan;Hypertension; Intermediates & Fine Chemicals; Pharmaceuticals; API's. Telmisartan is also an angiotensin II receptor antagonist used in the management of hypertension.

2. Properties of Telmisartan

Telmisartan has the following properties: (1)Index of Refraction: 1.667; (2)Molar Refractivity: 154.51 cm³; (3)Molar Volume: 414.9 cm³; (4)Surface Tension: 48.7 dyne/cm; (5)Density: 1.24 g/cm³; (6)Flash Point: 420.6 °C; (7)Enthalpy of Vaporization: 117.87 kJ/mol; (8)Boiling Point: 771.9 °C at 760 mmHg; (9)Vapour Pressure: 4.58E-25 mmHg at 25°C; (10)Melting Point: 261-263°C; (11)Solubility: DMSO: >5 mg/mL at 60 °C; (12)Water Solubility: insoluble.

3. Safety Information of Telmisartan

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 2

Product Name

Telmisartan

Synthetic route

Telmisartan Consensus Reports

Telmisartan Specification

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