Losartan potassium | 124750-99-8

Losartan potassium Properties

Melting point	263-265°C
storage temp.	Inert atmosphere,Room Temperature
solubility	Freely soluble in water and in methanol, slightly soluble in acetonitrile.
form	powder or crystals
color	Off-white
Merck	14,5583
BRN	5845770
BCS Class	1
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
InChI	InChI=1S/C22H22ClN6O.K/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22;/h4-7,9-12,30H,2-3,8,13-14H2,1H3;/q-1;+1
InChIKey	OXCMYAYHXIHQOA-UHFFFAOYSA-N
SMILES	C1(C=CC=CC=1C1=CC=C(CN2C(CO)=C(Cl)N=C2CCCC)C=C1)C1=NN=NN1[K]
CAS DataBase Reference	124750-99-8(CAS DataBase Reference)
NCI Dictionary of Cancer Terms	Cozaar; losartan potassium
FDA UNII	3ST302B24A
NCI Drug Dictionary	Cozaar

Pharmacokinetic data

Protein binding	>98%
Excreted unchanged in urine	4%
Volume of distribution	0.4(L/kg)
Biological half-life	1.5-2.5 (active metabolite 3- 9) / 4-6

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

26-36/37/39

WGK Germany

3

RTECS

NI6755100

HS Code

2933290000

NFPA 704

	0
4		0

Losartan potassium price More Price(47)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	61188	Losartan potassium analytical standard	124750-99-8	100mg	$215	2024-03-01	Buy
Sigma-Aldrich	1370462	Losartan potassium United States Pharmacopeia (USP) Reference Standard	124750-99-8	150mg	$436	2024-03-01	Buy
TCI Chemical	L0232	Losartan Potassium >98.0%(HPLC)(T)	124750-99-8	5g	$179	2024-03-01	Buy
TCI Chemical	L0232	Losartan Potassium >98.0%(HPLC)(T)	124750-99-8	25g	$538	2024-03-01	Buy
Cayman Chemical	10006594	Losartan (potassium salt) ≥98%	124750-99-8	10mg	$17	2024-03-01	Buy

Product number	Packaging	Price	Buy
61188	100mg	$215	Buy
1370462	150mg	$436	Buy
L0232	5g	$179	Buy
L0232	25g	$538	Buy
10006594	10mg	$17	Buy

Losartan potassium Chemical Properties,Uses,Production

Description

As a angiotensin II receptor antagonist, Losartan Potassium is the potassium salt of losartan with antihypertensive activity, which is mainly used in the therapy of high blood pressure (hypertension) and diabetic nephropathy. It functions by relaxing blood vessels so that blood can flow more easily. It is also effective to help protect the kidneys from damage caused by diabetes and lower the risks of stroke in patients suffering from hypertension and myocardial enlargement. Besides, recent study has suggested that losartan is beneficial to reverse age related dysfunction in maintaining normal blood pressure and cellular energy usage on mitochondria and it can probably be used to treat left ventricular hypertrophy. It may also be used as an alternative agent for the treatment of systolic dysfunction, myocardial infarction, coronary artery disease, and heart failure.

References

https://en.wikipedia.org/wiki/Losartan
https://www.drugbank.ca/drugs/DB00678
https://pubchem.ncbi.nlm.nih.gov/compound/11751549#section=Top
http://www.medicinenet.com/losartan-oral/article.htm

Description

Angiotensin II is a hormone that plays an important role in regulating blood pressure. Elevated levels of angiotensin II are implicated in inducing and maintaining hypertension, and also in the development of atherosclerosis. Both of these effects are mediated by the angiotensin II type 1 (AT₁) receptor. Losartan is an AT₁ receptor antagonist with a K_i value of 5-20 nM. It has an attenuating effect on vein graft atherosclerosis in rabbits and effectively reduces arterial blood pressure in rats. In humans, losartan controls hypertension while protecting renal function.

Description

Losartan potassium is the first potent and selective non-peptide angiotensin II (AT II) AT₁ receptor antagonist introduced to the market as a once-daily oral antihypertensive. It is efficacious and long lasting in controlling blood pressure in spontaneous hypertensive rats, in patients with essential hypertension in addition to those patients with renal impairment. Since losartan functions by competitive antagonism at the level of receptor, which represents the most direct way of selectively inhibiting the renin-angiotensin system (RAS) independent of the source of AT II, its use has been reported to be free of the coughing side effect exhibited by the ACE inhibitors. In contrast to calcium channel blockers, losartan does not appear to cause ankle edema, headache and tachycardia. It is also reported to be in clinical trials for the treatment of heart failure. Other reports indicate that losartan may have potential efficacy as an anxiolytic, an antiglaucoma agent, in addition to in providing protection against stroke and in preventing the myointimal proliferative response of the vascular wall after coronary angioplasty and surgery.

Chemical Properties

White to Off-White Crystalline Powder

Originator

DuPont Merck (U.S.A.)

Uses

antihypertensive, AT1 angiotensin II antagonist

Uses

A nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive.

Uses

Coronary vasodilator used in the diagnosis of coronary heart disease (adenosine A2A agonist).

Manufacturing Process

2-Butyl-4-chloro-1-(2'-(tetrazol-5-yl)biphenyl-4-ylmethyl)-1H-imidazole-5- methanolpotassium was synthesized in 5 stages.
1. Methyl 4'-methylbiphenyl-2-carboxylate (44.2 mmol), 0.5 N KOH in methanol (133 mmol), and water (50 mL) were mixed and refluxed under nitrogen. After 5 hours, the solvent was removed in vacuo and water (200 mL) and ethyl acetate (200 mL) added. The aqueous layer was acidified with concentrated hydrochloric acid to a pH of 3 and the layers were separated. The aqueous phase was extracted with ethyl acetate, the organic layers collected, dried (MgSO4) and the solvent removed in vacuo to yield 8.71 g of a 4'-methylbiphenyl-2-carboxylic acid, melting point 140.0-145.0°C.
2. 4'-Methylbiphenyl-2-carboxylic acid (41 mmol) and thionyl chloride (411 mmol) were mixed and refluxed for 2 hours. The excess thionyl chloride was removed in vacuo and the residue was taken up in toluene. The toluene was removed by rotary evaporation. The crude acid chloride was then added slowly to cold (0°C) concentrated NH4OH (50 mL) so that the temperature was kept below 15°C. After 15 minutes of stirring, water (100 mL) was added and solids precipitated. These were collected, washed with water and dried under high vacuum over P2O5 to yield 7.45 g of a white solid, melting point 126.0-128.5°C. The above product amide (35 mmol) and thionyl chloride (353 mmol) were mixed and refluxed for 3 hours. The thionyl chloride was removed using the same procedure as described above. The residue was washed with a little hexane to yield 6.64 g of 4'-methyl-2-cyanobiphenyl, melting point 44.0- 47.0°C.
3. 4'-Methyl-2-cyanobiphenyl (5.59 g) was brominated using benzoyl peroxide as an initiator. The product was recrystallized from ether to yield 4.7 g of 4'- bromomethyl-2-cyanobiphenyl, melting point 114.5-120.0°C.
4. 4'-Bromomethyl-2-cyanobiphenyl (4.6 g) was alkylated onto 2-n-butyl-4- chloro-5-(hydroxymethyl)-imidazole. For separation of the product was used a flash chromatography in 1:1 hexane/ethyl acetate over silica gel. The regioisomeric products yielded 2.53 g of the faster eluting isomer. Recrystallization from acetonitrile yielded 1.57 g of analytically pure 2-n-butyl4-chloro-1-[2'-cyanobiphenyl-4-yl)methyl]-5-(hydroxymethyl)-imidazole, melting point 153.5 -155.5°C.
5. 2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)- imidazole (10 mmole), sodium azide (10 mmol), and ammonium chloride (30 mmol) were mixed in DMF (150 mL) under N2 at 100°C for 2 days, after which the temperature was raised to 120°C for 6 days. The reaction was cooled and 3 more equivalents each of ammonium chloride and sodium azide were added. The reaction was again heated for 5 days at 120°C. The reaction was cooled, the inorganic salts filtered, and the filtrate solvent removed in vacuo. Water (200 mL) and ethyl acetate (200 mL) were added to the residue and the layers were separated. The aqueous layer was extracted with ethyl acetate, the organic layers were collected, dried (MgSO4) and the solvent removed in vacuo, to yield a dark yellow oil. The product was purified by flash chromatography in 100% ethyl acetate to 100% ethanol over silica gel to yield 5.60 g of a light yellow 2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1Htetrazol-5-yl)biphenyl-4-yl)methyl]imidazole. Recrystallization from acetonitrile yielded 4.36 g of light yellow crystals which still melted broadly. The crystals were taken up in 100 mL of hot acetonitrile. The solid that did not dissolve was filtered off to yield 1.04 g of product as a light yellow solid, melting point of 2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4- yl)methyl]imidazole 183.5-184.5°C.
2-n-Butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4- yl)methyl]imidazole may be converted to potassium salt.

brand name

Cozaar (Merck).

Therapeutic Function

Antihypertensive

Biological Activity

Selective non-peptide angiotensin AT 1 receptor antagonist. Inhibits the contractile effects of angiotensin II on rabbit aorta and jugular vein (pA 2 = 8.27). Orally active antihypertensive agent.

storage

RT (desiccate)

References

1) Merck 14:5583 2) Chiu et al. (1990), Nonpeptide angiotensin II receptor antagonists. VII. Cellular and biochemical pharmacology of DuP 753, an orally active antihypertensive agent; J. Pharmacol. Exp. Ther., 252 711 3) McIntyre et al. (1997), Losartan, an orally active angiotensin (AT1) receptor antagonist: a review of it’s efficacy and safety in essential hypertension; Pharmacol. Ther., 74 181 4) Diop-Frimpong et al. (2011), Losartan inhibits collagen I synthesis and improves the distribution and efficacy of nanotherapeutics in tumors; Proc. Natl. Acad. Sci. USA, 108 2909 5) Pantazi et al. (2015), Losartan activates sirtuin 1 in rat reduced-size orthotopic liver transplantation; World J. Gastroenterol., 21 8021 6) Kumar et al. (2015), Neuroprotective mechanism of losartan and its interaction with nimesulide against chronic fatigue stress; Inflammopharmacology, 23 291 7) Miguel-Carrasco et al. (2017), Mechanisms underlying the cardiac antifibrotic effects of losartan metabolites; Sci. Rep. 7 41865

Losartan potassium synthesis

Synthesis of Losartan potassium from Losartan

Losartan potassium Preparation Products And Raw materials

Raw materials

Thionyl chloride 4′-Methylbiphenyl-2-carboxylic acid methyl ester 2-n-Butyl-4-Chloro-5-Hydroxymethyl Imidazole Potassium hydroxide Sodium azide

Ammonium hydroxide Des[2'-(1H-tetrazol-5-yl)] 2-Cyanolosartan Carboxaldehyde Losartan 2-Butyl-4-chloro-5-formylimidazole 4’-[(2-butyl-4-chloro-5-hydroxymethyl)-1H-imidazol-1-yl)methyl]-[1,1’-Biphenyl]-2-carbonitrile

4-Bromomethyl-2-cyanobiphenyl

1of3

Preparation Products

N-Trityl Losartan Carboxylic Acid

Losartan potassium Suppliers

Global( 819)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Guangzhou TongYi biochemistry technology Co.,LTD	+8613073028829	mack@tongyon.com	China	2996	58
Sinoway Industrial co., ltd.	0592-5800732; +8613806035118	xie@china-sinoway.com	China	992	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
Anhui Ruihan Technology Co., Ltd	+8617756083858	daisy@anhuiruihan.com	China	994	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1807	55
Hubei XinRunde Chemical Co., Ltd.	+8615102730682	bruce@xrdchem.cn	CHINA	566	55
Nanjing Finetech Chemical Co., Ltd.	025-85710122 17714198479	sales@fine-chemtech.com	CHINA	885	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418679 +86-18949832763	info@tnjchem.com	China	2989	55

Supplier	Advantage
Guangzhou TongYi biochemistry technology Co.,LTD	58
Sinoway Industrial co., ltd.	58
Henan Bao Enluo International TradeCo.，LTD	58
Anhui Ruihan Technology Co., Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Shanghai Time Chemicals CO., Ltd.	55
Hubei XinRunde Chemical Co., Ltd.	55
Nanjing Finetech Chemical Co., Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
Hefei TNJ Chemical Industry Co.,Ltd.	55

View Lastest Price from Losartan potassium manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-19	Losartan potassium 124750-99-8	US $94.00-89.00 / kg	10kg	99.99%	100Tons	Hebei Dangtong Import and export Co LTD
2024-04-10	Losartan Potassium 124750-99-8	US $215.00-145.00 / KG	1KG	USP	20tons	Sinoway Industrial co., ltd.
2024-03-16	Losartan potassium 124750-99-8	US $0.00 / KG	100g	98%+	100kg	WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Losartan potassium
124750-99-8
US $94.00-89.00 / kg
99.99%
Hebei Dangtong Import and export Co LTD

Losartan Potassium
124750-99-8
US $215.00-145.00 / KG
USP
Sinoway Industrial co., ltd.

Losartan potassium
124750-99-8
US $0.00 / KG
98%+
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Losartan potassium Spectrum

Losartan potassium(124750-99-8)¹HNMR

124750-99-8(Losartan potassium)Related Search:

Tribenuron methyl Potassium Citrate Tetrazole METSULFURON METHYL Potassium persulfate

Methyl salicylate Biphenyl Potassium sorbate 2,3,5-Triphenyltetrazolium chloride Thiophanate-methyl

Losartan Nitrotetrazolium blue chloride Kresoxim-methyl 1H-Tetrazole-1-acetic acid Potassium Acetate

Potassium chloride Potassium iodide Methyl

1of4

2-BUTYL-4-CHLORO-1-[[2'-(1H-TETRAZOL-5YL)[1,1'-BIPHENYL]-4-YL]METHYL]-1H-IMIDAZOLE-5-METHANOL 2-butyl-4-chloro-1-[[2'-(1h-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1h-imidazole-5-methanol monopotassium salt 2-BUTYL-4-CHLORO-1-[[2'-(1H-TETRAZOLE-5-YL)[1,1'-BIPHENYL]-4-YL]METHYL]-1H-IMIDAZOLE-5-METHANOL, POTASSIUM SALT LOSARTAN MONOPOTASSIUM SALT LOSARTAN POTASSIUM MK 954 1h-imidazole-5-methanol,2-butyl-4-chloro-1-((2’-(1h-tetrazol-5-yl)(1,1’-biphe 2-butyl-4-chloro-1-(2’-(tetrazol-5-yl)biphenyl-4-ylmethyl)-1h-imidazole-5-me Losartan Potassium (250 mg) 2-Butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]Methyl]-1H-iMidaz Losartan potassiuM API 2-Butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl]imidazole-5-methanol Potassium Salt Losartan PotassiuM/Losartan K Losartan PotassiuM (DuP 753) 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol, potassium salt (1:1) Losartan Potassium (150 mg) potassium (1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazol-5-yl)methanolate potassium (2-butyl-4-chloro-1-{[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methanolate potassium [2-butyl-5-chloro-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]met potassium [2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-4-imidazolyl]methanolate potassium [2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanolate potassium [2-butyl-5-chloro-3-[4-[2-(2H-tetrazol-5-yl)phenyl]benzyl]imidazol-4-yl]methanolate dupont753 l-158086 mk-0954 thanolpotassium 2-butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- 1H-imidazole-5-methanol,monopotassium salt MK-95 LOSARTANPOTASSIUM(SUBJECTTOPATENTFREE) 2-Butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)[1,1'- Aradois 2-Butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanolpotassiumsalt Potassium (2-butyl-4-chloro-1-{[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)me Losartan potassium Joyce [2-butyl-5-chloro-3-[[4-[2-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)phenyl]phenyl]methyl]-4-imidazolyl]methanol DuP-753 potassium Potassium chloride sha Tanzania Losartan potassium 124750-99-8 Losartan potassium Solution, 100ppm Potassium 2-Butyl-4-chloro-[1-[[2'-(5-tetrazolyl)biphenyl-4-yl]methyl]-5-imidazolyl]methanolate Losartan potassium CRS LosartanPotassium> Losartan Potassium RS (1-((2'-(2H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazol-5-yl)methanol, potassium salt Losartan potassium USP/EP/BP Losartan Potassium- IP/USP Losartan potassiumQ: What is Losartan potassium Q: What is the CAS Number of Losartan potassium Q: What is the storage condition of Losartan potassium Q: What are the applications of Losartan potassium Losartan potassium (Y0001062) Losartan Potassium (1370462) COZAAR Losartan Pottasium Chlorine sand potassium LOSARTAN POTASSIUM SALT DUP 753 COZAAR Powder USP Standard 1H-Imidazole-5-methanol, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, potassium salt (1:1) Losartan Potassium IP/BP/Ph. Eur /USP Losartan Potassium 2-Butyl-4-chloro-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4- yl]methyl]-1H-imidazole-5-methanol monopotassium salt