(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID

Product Name: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID
CAS No.: 251565-85-2
Chemical Name: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID
Synonyms: Galid;AZ 242;Galida;TESAGLITAZAR;AR-H 039242;Tesaglitizar;AR-H 039242XX;Tesaglitazar, 10 mM in DMSO;2-ethoxy-3-[4-[2-(4-methylsulfonyloxyphenyl)ethoxy]phenyl]propanoic acid;(S)-2-Ethoxy-3-(4-(4-((Methylsulfonyl)oxy)phenethoxy)phenyl)propanoic acid
CBNumber: CB5114898
Molecular Formula: C20H24O7S
Formula Weight: 408.47
MOL File: 251565-85-2.mol

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(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID Property

Melting point:: 83-85°C
Boiling point:: 611℃
Density: 1.278
Flash point:: 324℃
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 3.62±0.10(Predicted)
color: White
Merck: 14,9177

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1369
Product name: Tesaglitazar
Purity: ≥98% (HPLC)
Packaging: 5 mg
Price: $121
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1369
Product name: Tesaglitazar
Purity: ≥98% (HPLC)
Packaging: 25 mg
Price: $475
Updated: 2025/07/31

TCI Chemical

Product number: T3497
Product name: Tesaglitazar
Purity: >95.0%(HPLC)
Packaging: 25mg
Price: $135
Updated: 2021/12/16

TCI Chemical

Product number: T3497
Product name: Tesaglitazar
Purity: >95.0%(HPLC)
Packaging: 100mg
Price: $369
Updated: 2021/12/16

Cayman Chemical

Product number: 16791
Product name: Tesaglitazar
Purity: ≥98%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

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(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Dual -acting peroxisome proliferator-activated receptor (PPAR) a and agonist. Antidiabetic

Biological Activity

Tesaglitazar is a potent and specific dual PPARα/γ agonist th at improves insulin resistance and carbohydrate and lipid metabolism in ob/ob mice and obese Zucker rats.

Synthesis

123-91-1

251565-89-6

142-82-5

251565-85-2

The general procedure for the synthesis of (S)-2-ethoxy-3-{4-[2-(4-methylsulfonylphenyl)ethoxy]phenyl}propionic acid from 1,4-dioxane, the compound (CAS: 251565-89-6) and n-heptane was as follows: (S)-2-ethoxy-3-{4-[2-{4-methanesulfonylphenyl)ethoxy]phenyl}propionic acid was synthesized by mixing (S)-2-ethoxy-N-(2-hydroxy(R)-1-phenylethyl)-3-[4-[2-{4-methanesulfonyloxy phenyl}ethoxy)phenyl]propionamide (4.49 g, 8.59 mmol), concentrated sulfuric acid (12.5 mL), 1,4-dioxane (50 mL), and water (50 mL) were stirred at 80 °C for 6 hours. After the reaction was completed, it was cooled to room temperature, water (100 mL) was added and the product was extracted with dichloromethane (2 x 100 mL). The organic phases were combined, washed with brine (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified by silica gel column chromatography using gradient elution with n-heptane:ethyl acetate:acetic acid (10:10:1, v/v/v) as eluent, and finally distilled by azeotropic distillation through toluene to afford (S)-2-ethoxy-3-[4-(2-{4-methanesulfonyloxyphenyl}ethoxy)phenyl]propanoic acid (2.78 g, 79% yield). The product was structurally confirmed by 1H-NMR (600 MHz, DMSO-d6) and 13C-NMR (150 MHz, DMSO-d6).

in vivo

Tesaglitazar (0.3-10 μmol/kg; po; once daily; 104 weeks) induces subcutaneous stromal sarcomas (fibrosarcomas) in Wistar Hannover Galas rats, and also induces a variety of non-neoplastic changes, such as cardiac hypertrophy and liver changes^[1].
Tesaglitazar (1, 10 μmol/kg; po; once daily; 2 or 12 weeks) in Wistar Hannover Galas rats, sustained stimulation of DNA synthesis, increased BrdU-labeled cells^[1].
Tesaglitazar (50 nmol/kg; sc; once daily; 14 days) reduced body weight, food intake, fasting blood glucose and insulin levels, improved insulin sensitivity and glucose metabolism, and had no significant effect on renal function in the male C57BL/6J diet-induced obesity (DIO) mouse model^[2].
Tesaglitazar (5 or 100 nmol/kg; sc; single dose) induced an acute deterioration in glucose tolerance at a high dose (100 nmol/kg), but a low dose (5 nmol/kg) reduced body weight, food intake and fasting blood glucose levels and improved glucose tolerance^[2] in the DIO mouse model^[2].
Tesaglitazar (10-20 μg/kg; intraperitoneal injection; single dose) significantly restored the mechanical paw withdrawal threshold (PWT) in the Streptozotocin (HY-13753)-induced diabetic neuropathy pain model in rats without affecting blood glucose levels^[3].

Animal Model:	Wistar Hannover Galas rats (6-8 weeks old; carcinogenicity model)^[1]
Dosage:	0.3, 1, 3, 10 μmol/kg (dissolved in 5mM sodium hydrogen carbonate buffer solution, pH 8.5)
Administration:	Oral gavage, once daily, 104 weeks
Result:	Induced subcutaneous mesenchymal sarcomas (fibrosarcomas) in both male and female rats (10 μmol/kg). Caused various non-neoplastic changes, such as myocardial hypertrophy, liver changes, and alterations in multiple organ systems.

storage

Desiccate at RT

References

[1] Patent: US6258850, 2001, B1

(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID Suppliers

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View Lastest Price from (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID manufacturers

Career Henan Chemical Co

Product: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID 251565-85-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95-99%
Supply Ability: 500kg/month
Release date: 2019-08-01

251565-85-2, (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACIDRelated Search:

DEMETON S Sulfanilamide 3-(4-HYDROXYPHENYL)-2-METHOXYPROPANOIC ACID (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID (S)-3-(4-HYDROXYPHENYL)-2-HYDROXYPROPIONIC ACID (S)-2-ETHOXY-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

2-Ethoxy-3-{4-[2-(4-methanesulfonyloxy-phenyl)-ethoxy]-phenyl}-propionicacid

(αS)-α-Ethoxy-4-[2-[4-[(Methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic Acid

(alphaS)-alpha-Ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic acid

(S)-2-ethoxy-3-[4-(2-{4-Methanesulphonyloxyphenyl}ethoxy)phenyl]propanoic acid

(S)-2-Ethoxy-3-(4-(4-((Methylsulfonyl)oxy)phenethoxy)phenyl)propanoic acid

Benzenepropanoic acid, .alpha.-ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]-, (.alpha.S)-

(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID

TESAGLITAZAR

(S)-2-Ethoxy-3-[4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]propanoic Acid

AR-H 039242

(aS)-a-Ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic Acid

AR-H 039242XX

AZ 242

Galid

Benzenepropanoic acid, a-ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]-, (aS)-

(aS)-α-Ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic Acid

Galida

2-ethoxy-3-[4-[2-(4-methylsulfonyloxyphenyl)ethoxy]phenyl]propanoic acid

Benzenepropanoic acid, α-ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]-, (αS)-

Tesaglitizar

(2S)-2-ethoxy-3-[4-[2-(4-methylsulfonyloxyphenyl)ethoxy]phenyl]propanoic acid

Tesaglitazar, 10 mM in DMSO

251565-85-2

C20H24O7S

Drug Intermediates

Intermediates & Fine Chemicals

Chiral Reagents

Pharmaceuticals

Sulfur & Selenium Compounds