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Sofalcone

Sofalcone structure

CAS No:
64506-49-6
Formula:
C27H30O6
Chemical Name:
Sofalcone
Synonyms:
Acetic acid,2-[5-[(3-methyl-2-buten-1-yl)oxy]-2-[3-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]-1-oxo-2-propen-1-yl]phenoxy]-;Acetic acid,[5-[(3-methyl-2-butenyl)oxy]-2-[3-[4-[(3-methyl-2-butenyl)oxy]phenyl]-1-oxo-2-propenyl]phenoxy]-;2-[5-[(3-Methyl-2-buten-1-yl)oxy]-2-[3-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]-1-oxo-2-propen-1-yl]phenoxy]acetic acid;SU 88;Sofalcone;Solon
Categories:
Active Pharmaceutical Ingredients > Digestive System Drugs

Description

Sofalcone, a gastric antiulcer agent in clinical use, is known to induce the expression of Heme oxygenase-1 (HO-1) in gastric epithelium.

Sofalcone Basic Attributes

Molecular Weight：

450.52

Exact Mass：

450.52

EC Number：

1308068-626-2

Characteristics

PSA：

82.1

XLogP3：

6.2

Density：

1.1±0.1 g/cm3

Melting Point：

143-144 °C

Boiling Point：

650°C at 760 mmHg

Flash Point：

215.2±25.0 °C

Refractive Index：

1.579

Toxicity：

LD50 in mice, rats: >10 g/kg orally (Tarumoto)

Sofalcone Use and Manufacturing

Methods of Manufacturing

To a solution of 1.5 g of 2-(ethoxycarbonylmethoxy)-4-(3-methyl-2-butenyloxy)-acetophenone and 1.0 g of 4-(3-methyl-2-butenyloxy)-benzaldehyde in 5 ml of ethanol, 10 ml of 20percent potassium hydroxide solution was added, and the solution was agitated for 4 hours at room temperature. The reaction mixture was acidified with dilute hydrochloric acid, and the resultant precipitate was washed with water. Recrystallization from ethanol gave 1.7 g of light yellow needles, 2'-(carboxymethoxy)-4, 4'-bis-(3-methyl-2-butenyloxy)-chalcone, m.p. 141°-142° C.

Uses

Sofalcone is an anti-ulcer chalcone derivative. It blocks inflammation by suppressing the production of nitric oxide, TNF-α, and MCP-1 while inducing the expression of heme oxygenase-1 when used at 10-20 μM. Sofalcone (20-50 μM) induces VEGF expression in gastric epithelial cells and promotes gastric ulcer healing following eradication therapy for H. pylori.[Cayman Chemical]

Computed Properties

Molecular Weight:450.5
XLogP3:6.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:450.20423867
Monoisotopic Mass:450.20423867
Topological Polar Surface Area:82.1
Heavy Atom Count:33
Complexity:706
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

No specific information provided

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Sofalcone dry suspension
Specifications	0.1g
Manufacturer	Wuhan QR Pharmaceuticals Co., Ltd.

Sofalcone
Manufacturer	Wuhan Ruisheng Pharmaceutical Co., Ltd.

Registered Holders

Zhejiang Hisoar Chuannan Pharmaceutical Co., Ltd.

China
Active
Wuhan Ruisheng Pharmaceutical Co., Ltd.

China
Active

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Sofalcone 99% white powder GB0317 Greenbo biochem

CAS No.: 64506-49-6

Grade: Pharmaceutical Grade

Content: 99%

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