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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

Preparation Products

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Losartan Suppliers

Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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61
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
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Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
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59
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
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70
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
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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
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
Qingdao RENAS Polymer Material Co., Ltd.
Product
Losartan 114798-26-4
Price
US $0.00/kg
Min. Order
20kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-01

114798-26-4, LosartanRelated Search:


  • 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