Losartan

Product Name: Losartan
CAS No.: 114798-26-4
Chemical Name: Losartan
Synonyms: LOS;dup89;LOSARTAN;Compound 89;Losartan（base）;Losartan (DUP 89);nyl)-4-yl)methyl)-;Losartan (DuP-753);Losartan USP/EP/BP;LosartanC22H23C1N60
CBNumber: CB8120081
Molecular Formula: C22H23ClN6O
Formula Weight: 422.91
MOL File: 114798-26-4.mol

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Losartan Property

Melting point:: 183-184 C
Boiling point:: 682.0±65.0 °C(Predicted)
Density: 1.35±0.1 g/cm3(Predicted)
vapor pressure: 0.002Pa at 20℃
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 5-6(at 25℃)
color: White to Off-White
Water Solubility: 4.8mg/L at 20℃
LogP: 1.1 at 20℃
CAS DataBase Reference: 114798-26-4(CAS DataBase Reference)
EPA Substance Registry System: 1H-Imidazole-5-methanol, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- (114798-26-4)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
Hazardous Substances Data: 114798-26-4(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H362May cause harm to breast-fed children

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC

Product number: L470470
Product name: Losartan
Packaging: 500mg
Price: $385
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb134724
Product name: Losartan
Purity: >99%
Packaging: 1g
Price: $606.9
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: D34052
Product name: Losartan-d6HCl
Packaging: 5mg
Price: $1500
Updated: 2021/12/16

ChemScene

Product number: CS-2116
Product name: Losartan
Purity: 99.55%
Packaging: 500mg
Price: $50
Updated: 2021/12/16

Biosynth Carbosynth

Product number: BL164640
Product name: Losartan
Packaging: 100mg
Price: $50
Updated: 2021/12/16

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Losartan Chemical Properties,Usage,Production

Originator

Alsartan, Aristo Pharmaceutical Ltd., India

Uses

Losartan is a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive.

Uses

antihypertensive;antagonist of angiotensin type 1

Definition

ChEBI: A biphenylyltetrazole where a 1,1'-biphenyl group is attached at the 5-position and has an additional trisubstituted imidazol-1-ylmethyl group at the 4'-position

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

General Description

Losartan, 2-butyl-4-chloro-1-[p-(o-1H-tetrazol-5-yl-phenyl)benzyl]imidazole-5-methanol monopotassiumsalt (Cozarr), was the first nonpeptide imidazole to beintroduced as an orally active angiotensin II antagonist withhigh specificity for AT1. When administered to patients, itundergoes extensive first-pass metabolism, with the 5-methanol being oxidized to a carboxylic acid. This metabolismis mediated by CYP 2C9 and 3A4 isozymes. The 5-methanol metabolite is approximately 15 times more potentthan the parent hydroxyl compound. Because the parent hydroxylcompound has affinity for the AT1 receptor, strictlyspeaking, it is not a prodrug.

Flammability and Explosibility

Non flammable

Losartan Preparation Products And Raw materials

Raw materials

1-Methylimidazole Sodium azide Losartan carboxylic acid Methanol solution of sodium methoxide

Preparation Products

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View Lastest Price from Losartan manufacturers

Sinoway Industrial co., ltd.

Product: Losartan 114798-26-4
Price: US $0.00-0.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 99% up, High Density
Supply Ability: 20 tons
Release date: 2024-06-27

Hebei Weibang Biotechnology Co., Ltd

Product: Losartan 114798-26-4
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-22

Baoji Guokang Bio-Technology Co., Ltd.

Product: Losartan 114798-26-4
Price: US $238.00/Kg/Bag
Min. Order: 1KG
Purity: 99%
Supply Ability: 1T
Release date: 2021-06-03

114798-26-4, LosartanRelated Search:

1H-Tetrazole-1-acetic acid Imidazole Methanol Nitrotetrazolium blue chloride Benzyl benzoate Benzyl alcohol Benzyl nicotinate Tetrazole 2,3,5-Triphenyltetrazolium chloride Benzyl chloride Benzyl isocyanate Bifendate LOSARTAN MONOPOTASSIUM SALT,LOSARTAN POTASSIUM SALT,LOSARTAN POTASSIUM Difluorochloromethane TRIPHENYL LOSARTAN,Trithyl Losartan,TRITYL LOSARTAN Benzyl Losartan carboxylic acid NO-LOSARTAN A

dup89

LOS

nyl)-4-yl)methyl)-

2-butyl-4-chloro-1-[p-(o-1h-tetrazol-5-ylphenyl)benzyl]imidazole-5- methanol

LOSARTAN

LosartanC22H23C1N60

1h-imidazole-5-methanol, 2-butyl-4-chloro-1-((2'-(1h-tetrazol-5-yl)(1,1'- biphenyl)-4-yl)methyl)-

(1-((2-(1H-TETRAZOL-5-YL)BIPHENYL-4-YL)METHYL)-2-BUTYL-4-CHLORO-1H-IMIDAZOL-5-YL)METHANOL (LOSARTAN)

2-Butyl-4-chloro-1-[[2’-(1H-tetrazol-5-y1)[1，1'-biphenyl]’4’y1]methyl]-1H-imidazole-5-methanol

2-Butyl-3-[[2'-(2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl]-5-chloro-3H-imidazole-4-methanol

2-Butyl-4-chloro-5-(hydroxymethyl)-1-[(2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole

Compound 89

2-n-butyl-4-chloro-5-hydroxyMethyl-1-[(2'-(1H-tetrazole-5-yl)biph

2-Butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)-biphenyl-4-yl]methyl]-1H-imidazol-5-methanol

(2-butyl-4-chloro-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methanol

(2-BUTYL-4-CHLORO-1-{[2'-(1H-TETRAZOL-5-YL)-4-BIPHENYLYL]METHYL}-1H-IMIDAZOL-5-YL)METHANOL

Losartan (DuP-753)

[2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-4-imidazolyl]methanol

1H-Imidazole-5-methanol, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-

Losartan Potassium Form-I

Losartan USP/EP/BP

2-Butyl-4-chloro-1[[(2'-(1 H-tetrazole-5-yl) (1,1'-biphenyl)-4yl]methyl]-1H imidazole-5-methanol (Losartan)

Losartan (DUP 89)

LosartanQ: What is Losartan Q: What is the CAS Number of Losartan Q: What is the storage condition of Losartan Q: What are the applications of Losartan

Benzaldehyde,3,4-dichloro-6-hydroxy-

(3-oxo-1lambda3,2-benziodoxol-5-yl)acetate

Losartan（base）

2 butyl 4-chloro-1[(2-(1H-tetrazole-5[1,1 biphenyl]-4-yl]methyl]-H imidazole-5methanol

(1-((2'-(1H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazol-5-yl)methanol

Losartan in methanol

114798-26-4

C22H23ClN6O

Isotopically Labeled Pharmaceutical Reference Standard