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114798-36-6

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114798-36-6 Usage

Description

Losartan carboxaldehyde is an intermediate aldehyde metabolite of the angiotensin II type 1 receptor antagonist, losartan . It does not block angiotensin receptors, but instead inhibits endothelial cyclooxygenase (COX)-2 expression, thereby exerting anti-inflammatory actions. At 1 μM in vitro, losartan carboxaldehyde has also been shown to block the upregulation of intercellular adhesion molecule (ICAM)-1 mRNA and COX-dependent generation of thromboxane A2 and prostaglandin F2α . Losartan carboxaldehyde can also act as a partial agonist (EC50 = 17.1 μM) of the insulin-sensitizing peroxisome proliferator-activated receptor γ in vitro.

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 114798-36-6 differently. You can refer to the following data:
1. A metabolite of Losartan. An intermediate in the synthesis of the EXP 3174
2. A labelled intermediate in the synthesis of the EXP 3174, a metabolite of Losartan
3. Losartan carboxaldehyde is an intermediate aldehyde metabolite of the angiotensin II type 1 receptor antagonist, losartan . It does not block angiotensin receptors, but instead inhibits endothelial cyclooxygenase (COX)-2 expression, thereby exerting anti-inflammatory actions. At 1 μM in vitro, losartan carboxaldehyde has also been shown to block the upregulation of intercellular adhesion molecule (ICAM)-1 mRNA and COX-dependent generation of thromboxane A2 and prostaglandin F2α . Losartan carboxaldehyde can also act as a partial agonist (EC50 = 17.1 μM) of the insulin-sensitizing peroxisome proliferator-activated receptor γ in vitro.[Cayman Chemical]

in vitro

losartan is an intermediate aldehyde metabolite of losartan, the angiotensin ii type 1 receptor antagonist. losartan could not block angiotensin receptors, but inhibit the expression of endothelial cyclooxygenase (cox)-2, therefore exerting anti-inflammatory actions. moreover, losartan at 1 μm was able to block the upregulation of icam-1 mrna and cox-dependent generation of thromboxane a2 and prostaglandin f2α [1].

in vivo

in animal stufdy, losartan was infused for 10 days to rats on a normal sodium intake (nna) and rats on a high sodium intake (hna) to suppress endogenous ang ii. although basal plasma renin activity was markedly suppressed in hna rats compared with nna rats, control arterial pressure was not different between nna and hna rats. losartan could decrease arterial pressure from control levels in nna rats on the first day of infusion but had no effect on arterial pressure in hna rats. in addition, by day 10 of losartan infusion, arterial pressure had decreased further from control levels in nna rats but remained unchanged compared with control in hna rats [2].

references

[1] c. kr mer, j. sunkomat, j. witte, et al. angiotensin ii receptor-independent antiinflammatory and antiaggregatory properties of losartan: role of the active metabolite exp3179. circulation research 90(7), 770-776 (2002).[2] collister jp, hornfeldt bj, osborn jw. hypotensive response to losartan in normal rats. role of ang ii and the area postrema. hypertension. 1996 mar;27(3 pt 2):598-606.[3] goa kl, wagstaff aj. losartan potassium: a review of its pharmacology, clinical efficacy and tolerability in the management of hypertension. drugs. 1996 may;51(5):820-45.

Check Digit Verification of cas no

The CAS Registry Mumber 114798-36-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,4,7,9 and 8 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 114798-36:
(8*1)+(7*1)+(6*4)+(5*7)+(4*9)+(3*8)+(2*3)+(1*6)=146
146 % 10 = 6
So 114798-36-6 is a valid CAS Registry Number.

114798-36-6 Well-known Company Product Price

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  • USP

  • (1370495)  Losartan Related Compound C  United States Pharmacopeia (USP) Reference Standard

  • 114798-36-6

  • 1370495-20MG

  • 14,500.98CNY

  • Detail

114798-36-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carbaldehyde

1.2 Other means of identification

Product number -
Other names [3H]-EXP 3179

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:114798-36-6 SDS

114798-36-6Relevant articles and documents

Oxidative degradation of the antihypertensive drug losartan by alkaline copper(III) periodate complex in the presence and absence of ruthenium(III) catalyst: a kinetic and mechanistic study of losartan metabolite

Bolattin, Mallavva B.,Meti, Manjunath D.,Nandibewoor, Sharanappa T.,Chimatadar, Shivamurti A.

, p. 1649 - 1663 (2015)

Spectrophotometric kinetic technique has been used to study the oxidation of losartan by diperiodatocuprate(III) (DPC) in the presence and absence of ruthenium(III) catalyst in aqueous alkaline medium at constant ionic strength of 0.90 mol dm-3

A convenient synthesis by microwave irradiation of an active metabolite (EXP-3174) of losartan

Santagada, Vincenzo,Fiorino, Ferdinando,Perissutti, Elisa,Severino, Beatrice,Terracciano, Sara,Teixeira, Cleber Evandro,Caliendo, Giuseppe

, p. 1149 - 1152 (2003)

A novel and convenient microwave-assisted synthesis of an active metabolite (EXP-3174) of losartan is described. Room temperature and microwave irradiation of the reactions are compared. Synthesis by microwave irradiation gave the desired compound in higher yields and in shorter reaction times than those obtained at room temperature.

Preparing method for EXP-3174

-

Paragraph 0015, (2016/10/09)

The invention discloses a preparing method for EXP-3174. The preparing method is characterized in that losartan is used as a starting raw material and is prepared into EXP-3174 through two-step oxidation. The preparing method has the greatest advantages that a reaction is moderate, the number of side reactions is small, aftertreatment is simple, and EXP-3174 with the purity of 99.9% can be obtained without column chromatography isolation.

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