Telmisartan

Telmisartan Properties

Melting point	261-263°C
Boiling point	771.9±70.0 °C(Predicted)
Density	1.16
RTECS	DV2037500
storage temp.	2-8°C
solubility	DMSO: >5 mg/mL at 60 °C
pka	3.86±0.36(Predicted)
form	solid
color	white
Water Solubility	insoluble
Merck	14,9129
BCS Class	2
Stability	Hygroscopic
InChIKey	RMMXLENWKUUMAY-UHFFFAOYSA-N
SMILES	C1(C2=CC=C(CN3C(CCC)=NC4=C(C)C=C(C5N(C)C6=CC=CC=C6N=5)C=C43)C=C2)=CC=CC=C1C(O)=O
CAS DataBase Reference	144701-48-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	22-24/25-36-26
WGK Germany	2
HS Code	2933995300

Telmisartan price More Price(5)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich(India)	T8949	Telmisartan ≥98% (HPLC), solid	144701-48-4	10MG	₹18759.73	2022-06-14	Buy
Sigma-Aldrich(India)	T8949	Telmisartan ≥98% (HPLC), solid	144701-48-4	50MG	₹73945.58	2022-06-14	Buy
Sigma-Aldrich(India)	PHR1855	Telmisartan Pharmaceutical Secondary Standard; Certified Reference Material	144701-48-4	500MG	₹18954.58	2022-06-14	Buy
TCI Chemicals (India)	T2861	Telmisartan	144701-48-4	1G	₹7600	2022-05-26	Buy
TCI Chemicals (India)	T2861	Telmisartan	144701-48-4	5G	₹19600	2022-05-26	Buy

Product number	Packaging	Price	Buy
T8949	10MG	₹18759.73	Buy
T8949	50MG	₹73945.58	Buy
PHR1855	500MG	₹18954.58	Buy
T2861	1G	₹7600	Buy
T2861	5G	₹19600	Buy

Telmisartan Chemical Properties,Uses,Production

Description

Telmisartan is an angiotensin receptor blocker (ARB), It is used in the treatment of hypertension also effective in cardiovascular risk reduction.Telmisartan blocks the action of angiotensin II (Ang II), the primary effector molecule of the renin-angiotensin-aldosterone system (RAAS). It is the sixth of this class of 《sartans》 to be marketed after the lead compound Losartan. Its long lasting effect (24h half-life) could be the main difference with other angiotensin II antagonists. Unlike several other agents in this category, its activity does not depend upon transformation into an active metabolite, the 1-O-acylglucuronide being the principal metabolite found in humans. Telmisartan is a potent competitive antagonist of AT1 receptors that mediate most of the important effects of angiotensin II while lacking affinity for the AT2 subtypes or other receptors involved in cardiovascular regulation.

Chemical Properties

White or off white crystalline powder

Uses

Telmisartan, an angiotensin II receptor antagonist, is an effective medication for the treatment of hypertension. It can be used alone or in combination with other antihypertensive drugs. Additionally, it is beneficial in the treatment of diabetic nephropathy in hypertensive individuals with type 2 diabetes mellitus. Telmisartan is also used to address congestive heart issues.

Definition

ChEBI: Telmisartan is a member of the class of benzimidazoles used widely in the treatment of hypertension. It has a role as an antihypertensive agent, an angiotensin receptor antagonist, an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, a xenobiotic and an environmental contaminant. It is a member of biphenyls, a member of benzimidazoles and a carboxybiphenyl.

Manufacturing Process

Telmisartan was synthesized through the reaction of methyl 3,4-diaminobenzoate dihydrochloride and butyric acid chloride in the presence of phosphorous oxychloride, with subsequent purification steps:
A solution of 23.9 g (100 mMol) of methyl 3,4-diaminobenzoate dihydrochloride and 11.7 g (110 mMol) of butyric acid chloride in 100 ml of phosphorus oxychloride is refluxed for 2 h. Then about 80 ml of phosphorus oxychloride are distilled off and the residue is mixed with about 150 ml of water. The oily crude product precipitated is extracted three times with 50 ml of ethyl acetate and after evaporation purified by column chromatography (600 g of silica gel; eluant:methylene chloride/methanol (30:1)). Yield of methyl-2-n-propyl-benzimidazole-5-carboxylate: 15.0 g of oil (69%).
A solution of 15.0 g (73 mmol) of methyl 2-n-propyl-benzimidazole-5- carboxylate and 8 g (200 mMol) of sodium hydroxide in 200 ml of water and 400 ml of ethanol is refluxed for 2 h. Then the alcohol is distilled off, the aqueous solution is acidified with dilute sulphuric acid (pH 4-5) and evaporated using a rotary evaporator. The product crystallising out is suction filtered, washed with 50 ml of acetone and 50 ml of diethylether and dried. Yield of 2-n-propyl-benzimidazole-5-carboxylic acid-hemisulphate: 9.1 g (61%), melting point: >220°C.
A solution of 6.7 g (25 mMol) of 2-n-propyl-benzimidazole-5-carboxylic acidhemisulphate and 4.9 g (25 mMol) of 2-methylaminoaniline dihydrochloride in 200 g of polyphosphoric acid is stirred for 5 h at 150°C, then poured onto 600 ml of water and made alkaline with concentrated ammonia whilst cooling with ice. The resulting solution is extracted three times with 200 ml of ethyl acetate, the crude product thus obtained is purified by column chromatography (300 g of silica gel; eluant:methylene chloride/methanol = 15:1). Yield of 2-n-propy1-5-(1-methylbenzimidazol-2-yl)-benzimidazole: 2.8 g of oil (39%).
A solution of 2.0 g (6.9 mMol) of 2-n-propyl-5-(1-methylbenzimidazol-2-yl)- benzimidazole and 0.91 g (7.5 mmol) of potassium tert-butoxide in 50 ml of dimethylsulfoxide is stirred for 90 min at room temperature, then 2.6 g (7.5 mMol) of tert-butyl 4'-bromomethyl-biphenyl-2-carboxylate are added and the mixture is stirred for a further 15 h at room temperature. The mixture is then poured onto 300 ml of water and extracted three times with 50 ml of ethyl acetate. The crude product obtained after evaporation of the organic phase is purified by column chromatography (300 g silica gel; eluant:methylene chloride/methanol = 30:1). In this way, 2.7 g (70%) of an isomer mixture are obtained (by NMR spectroscopy), contains about 1.18 g of tert-butyl-4'-[(2-npropyl- 5-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl)-methyl]biphenyl-2- carboxylate and about 1.52 g of tert-butyl 4'-[(2-n-propyl-6-(1- methylbenzimidazol-2-yl)-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylate).
2.70 g of the isomer mixture obtained above are dissolved in 100 ml of methylene chloride, mixed with 40 ml of trifluoroacetic acid and stirred for 4 h at room temperature. The mixture is then evaporated to dryness in vacuo, the residue is dissolved in 100 ml of 2 N sodium hydroxide solution, the solution is washed with 50 ml of diethylether and the product mixture is precipitated by acidifying the aqueous phase with acetic acid. By column chromatography (400 g of silica gel, eluant:methylene chloride/methanol = 15:1) of the solid thus obtained 0.9 g (74%) of Telmisartan, melting point 217°-218°C.

General Description

Telmisartan, 4'-[(1,4'-dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl]-[1,1'-biphenyl]-2-carboxylic acid (Micardis), does not appear to bear any structuralrelationship to this class, but there is actually a great dealof overlap in the chemical architecture with other agents. Thefirst, and most significant, difference is the replacement of theacidic tetrazole system with a simple carboxylic acid. Thisacid, like the tetrazole, plays a role in receptor binding. Thesecond difference is the lack of a carboxylic acid near the imidazolenitrogen that also contributes to receptor binding.As with irbesartan, however, there is not a need for this groupto be acidic but, rather, to be one that participates in receptorbinding. The second imidazole ring, much like a purine basein deoxyribonucleic acid (DNA), can hydrogen bond with theangiotensin II receptor.

Synthesis

Telmisartan can be prepared in eight steps starting with methyl 4-amino-3-methyl benzoate; the first and second cyclization into a benzimidazole ring occur at steps 4 and 6 respectively.
Synthesis of telmisartan

Telmisartan Preparation Products And Raw materials

Raw materials

N-Methyl-1,2-benzenediamine dihydrochloride t-Butyl-4'(bromomethyl)-biphenyl-2-carboxylate Acetic acid METHYL 3,4,5-TRIFLUOROBENZENECARBOXYLATE

Preparation Products

Telmisartan Suppliers

Global( 844)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
GLR Innovations	+91 9891111994	New Delhi, India	4542	58	Inquiry
Jigs Chemical ltd	+919099003427	Gujarat, India	239	58	Inquiry
Cadila Pharmaceuticals Ltd	+91-7069076657 +91-7069076657	Ahmedabad, India	54	58	Inquiry
HEMA PHARMACEUTICALS PVT LTD	+91-9537936912 +91-9537936912	Gujarat, India	48	58	Inquiry
SURYA LIFE SCIENCES LIMITED	+91-2646226290 +91-9428511112	Gujarat, India	62	58	Inquiry
SGMR PHARMACEUTICALS PVT LTD	+91-9032001889 +91-9032001889	Telangana, India	83	58	Inquiry
ANWITA APIS	+919000311012	Hyderabad, India	198	58	Inquiry
J S LABS	+91-7330612784 +91-7330612784	Tamil Nadu, India	160	58	Inquiry
SEUTIC	+91-8309787199 +91-8309787199	Hyderabad, India	124	58	Inquiry
Prajna generics pvt ltd	+91-9441174873 +91-9441174873	Hyderabad, India	24	58	Inquiry

Supplier	Advantage
GLR Innovations	58
Jigs Chemical ltd	58
Cadila Pharmaceuticals Ltd	58
HEMA PHARMACEUTICALS PVT LTD	58
SURYA LIFE SCIENCES LIMITED	58
SGMR PHARMACEUTICALS PVT LTD	58
ANWITA APIS	58
J S LABS	58
SEUTIC	58
Prajna generics pvt ltd	58

Related Qustion

Q:Is telmisartan the same as losartan?
A:The most often prescribed ARBs are telmisartan and losartan. Both drugs are ARBs. However, they are different.
Jun 11，2024

Telmisartan Spectrum

Telmisartan(144701-48-4)¹HNMR

144701-48-4(Telmisartan)Related Search:

Intermediate of Telmisartan A 2-N-PROPYL-4-METHYL-6-(1-METHYLBENZIMIDAZOLE-2-YL)BENZIMIDAZOLE(INTERMEDIATE OF TELMISARTAN) Telmisartan tert-Butyl Ester Valsartan Telmisartan sodium

4'-(Hydroxymethyl)-[1,1'-Biphenyl]-2-Carboxylic Acid N-Methylbenzene-1,2-diamine TelMisartan EP IMpurity B Methyl Ester 4'-(Dibromomethyl)-[1,1'-Biphenyl]-2-Carbonitrile N-DesMethyl TelMisartan

TelMisartan AMide DibroMo IMpurity Methyl 4'-bromomethyl biphenyl-2-carboxylate propyl[2,6'-bi-1H-benzimidazol]-1'-yl]methyl]- 7'-Methyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]iMidazole

Telmisartan Related Compound B (15 mg) (4'-[(1,7'-dimethyl-2'-propyl-1H,1'H-2,5'-bibenzo[d]imidazol-1'-yl)methyl]biphenyl-2-carboxylic acid) 4-BROMOMETHYLBIPHEBYL-2'-CARBOXYLIC ACID N-METHYL-2-NITROANILINE

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2-[4-[[4-methyl-6-(1-methyl-2-benzimidazolyl)-2-propyl-1-benzimidazolyl]methyl]phenyl]benzoic acid 2-[4-[[4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propyl-benzimidazol-1-yl]methyl]phenyl]benzoic acid 2-[4-[[4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoic acid 4'-[(1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazol-3'-yl)methyl]biphenyl-2-carboxylic acid Telmisartan Synonyms 4'[(1,4'-Dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl][1,1'-biphenyl]-2-carboxylic acid 4'-((1,7'-Dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)-[1,1'-biphenyl]-2- 4'-[{1,4'-Dimethyl-2'-Propyl[2,6'-Bi-1H-Benzimiaszol]-1'yl}-Methyl}-1,1'-Biphenyl-2-Caroxylic Acid Dimethyl Ethyl Ester 4'-[{1,4'-Dimethyl-2'-Propyl[2,6'-Bi-1H-Benzimiaszol]-1'yl}-Methyl}-1,1'-Biphenyl-2-Caroxylic Acid 4''-(1,7''-DIMETHYL-2''-PROPYL-1H-[2,5'']BIBENZOIMIDAZOLYL-3''-YLMETHYL)-BIPHENYL-2-CARBOXYLIC ACID 4-chloromethyl-5-methyl-1,3-dioxol-2-tone 4'-(1,7'-Dimethyl-2'-propyl-1H- BIBR 277, 4μ[(1,4μ-Dimethyl-2μ-propyl[2,6μ-bi-1H-benzimidazol]-1μ-yl)methyl][1,1μ-biphenyl]-2-carboxylic acid 4'-[[4-Methyl-6-(1-methyl-2-benzimidazolyl)-2-propyl-1-benzimidazolyl]methyl]-2-biphenylcarboxylic acid 4'-[[1,4'-Dimethyl-2 Telmisartan (150 mg) TelMisartan (Micardis) BIBR 277SE TelMisartan API 4'-[[4-Methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic Acid 4'-((1,7'-DiMethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]iMidazol]-3'-yl)Methyl)-[1,1'-biphenyl]-2-carboxylic acid BIBR 277 4'[(1,4'-DIMETHYL-2'-PROPYL[2,6'-BI-1H-BENZIMIDAZOL]-1'-YL)METHYL][1,1'-BIPHENYL]-2-CARBOXYLIC ACID 4'-[(1,4'-DIMETHYL-2'-PROPYL[2,6'-BI-H-BENZIMIDAZOL]-1'-YL)METHYL][1,1'-BIPHENYL]-2-CARBOXYLIC ACID 3-methoxy-8-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methyl sulfinyl]-2,7,9-triazabicyclo[4.3.0]nona-2,4,8,10-tetraene [1,1'-Biphenyl]-2-carboxylic acid, 4'-[(1,4'-dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl]- 4'-[[1,4'-Dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl]-methyl]-1,1'-biphenyl-2carboxylic acid,dimethylethyl ester Telmisartan99.5% TelmisartanC33H30N402 Micardis, Pritor, 4[(1,4Dimethyl-2propyl[2,6bi-H-benzimidazol]-1yl)methyl][1,1biphenyl]-2-carboxylic Acid, TIMETAZIDINE 4′-((2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl)methyl)biphenyl-2-carbonsure TELMISARTAN PRITOR 4'-((1,7'-Dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)-[1,1'-biphenyl]-2-car (1,1'-Biphenyl)-2-carboxylic acid, 4'-((1,4'-dimethyl-2'-propyl(2,6'-bi-1H-b Telmisartan for system suitability CRS Telmisartan for peak identification CRS Telmisartan CRS misartan Telmisartan USP/EP/BP Telmisartan (10mM in DMSO) Telmisartan-USP Telmisetron Telmisartan (BIBR 277) Telmisartan impurities1033 Telmisartan (61)-1 gram TelmisartanQ: What is Telmisartan Q: What is the CAS Number of Telmisartan Q: What is the storage condition of Telmisartan Q: What are the applications of Telmisartan Telmisartan for peak identification (Y0000649) Telmisartan for system suitability (Y0001003) Telmisartan (1643419)Q: What is Telmisartan (1643419) Q: What is the CAS Number of Telmisartan (1643419) Telmisartan (Y0000648) Telmisartan (1643419) Telmisattan timishatyan TIMISHATAN TU-199 MICARDIS Telmisarta