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ALRESTATIN

Product Name
ALRESTATIN
CAS No.
51411-04-2
Chemical Name
ALRESTATIN
Synonyms
AY-22284;ALRESTATIN;AURORA 5841;AKOS BBS-00007376;IFLAB-BB F0863-0248;Alrestatin free acid;2-(1,3-dioxobenzo[de]isoquinolin-2-yl)acetic acid;1,3-dioxo-1h-benz(de)isoquinoline-2(3h)-aceticaci;1,3-Dioxo-1H-benzo[de]isoquinoline-2(3H)-acetic acid;1,3-DIOXO-1H-BENZ[D,E]ISOQUINOLINE-2(3H)-ACETIC ACID
CBNumber
CB4392682
Molecular Formula
C14H9NO4
Formula Weight
255.23
MOL File
51411-04-2.mol
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ALRESTATIN Property

Melting point:
266-267 °C
Boiling point:
512.7±33.0 °C(Predicted)
Density 
1.511±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO : 50 mg/mL (195.90 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form 
White crystalline solid.
pka
3.61±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

Cayman Chemical
Product number
29888
Product name
Alrestatin
Packaging
5mg
Price
$86
Updated
2024/03/01
Cayman Chemical
Product number
29888
Product name
Alrestatin
Packaging
50mg
Price
$951
Updated
2024/03/01
Cayman Chemical
Product number
29888
Product name
Alrestatin
Packaging
10mg
Price
$135
Updated
2024/03/01
Cayman Chemical
Product number
29888
Product name
Alrestatin
Packaging
25mg
Price
$315
Updated
2024/03/01
Tocris
Product number
0485
Product name
Alrestatin
Packaging
50
Price
$411
Updated
2021/12/16
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ALRESTATIN Chemical Properties,Usage,Production

Originator

Alrestatin,BIOMOL

Uses

Alrestatin is an inhibitor of aldose reductase and has been shown to display inhibitory activity on aldose reductase prepared and purified from the human brain.

Uses

Enzyme inhibitor (aldose reductase).

Manufacturing Process

1,3-Dioxo-1H-benz[de]isoquinoline-2(3H)-acetic acid:
1,8-Naphthalic acid anhydride (110 g, 0.556 mole), glycine (48 g, 0.64 mole) and dimethylformamide (750 ml) are heated and stirred at reflux for 2 hr. The homogeneous dark solution is cooled to about 100°C and 750 ml of hot water is added slowly to the stirred solution. The reaction mixture is cooled and allowed to stand in a refrigerator for 16 hr. The precipitate is collected and recrystallized from ethanol, using decolorizing charcoal, to give the title compound, MP: 271°-272°C.
In practice it is usually used as sodium salt.

Therapeutic Function

Aldose reductase inhibitor

Biological Activity

Specific inhibitor of aldose reductase (IC 50 = 148 μ M). Attenuates glucose-induced angiotensin II production in rat vascular smooth muscle in vitro .

Enzyme inhibitor

This aldose reductase inhibitor and drug (FWfree-acid = 255.23 g/mol; CAS 51411-04-2), also known as 1,3-dioxo-1H-benz[de]isoquinoline-2(3H)- acetic acid) suppresses diabetes-associated, osmotic cell and tissue damage by inhibiting aldose reduction and thereby reducing the accumulation intracellular sorbitol. Primary Mode of Action of Aldose Reductase Inhibitors: A major cause of diabetic neuropathy is the intraneural osmotic pressure that builds up as a consequence of the over-accumulation of sorbitol, a polyol formed by aldose reductase (Reaction: Glucose + NADPH ? Sorbitol + NADP+ + H+). Similar considerations apply to cataract formation in the lens, another tissue rich in aldose reductase. In diabetes, aldose reductase activity increases as the concentration of glucose rises in the lens, peripheral nerves and glomerulus (tissues that are insulininsensitive); because sorbitol lacks a membrane carrier, its contributes to intracellular osmotic pressure, disrupting cell-cell interactions (especially synapses), eventually leading to retinopathy and neuropathy. The additive effects of aldose reductase (AR) and polyol dehydrogenase in producing sorbitol from glucose and fructose, acting in combination with agedependent decreased hexokinase is believed to account for diabetic cataract formation in human lenses under high glucose stress. AR’s Km for glucose of AR is roughly 200 mM, whereas its Km for NADPH is 0.06 mM. NADP inhibits human lens AR noncompetitively and has a K1 that is roughly equal to the Km for NADPH. Notably. The Km for fructose is 40 mM and that for NADH is 0.02 mM in the polyol dehydrogenase (PD) reaction. Therefore, although sorbitol formation is modest during normoglycemia, such is not the case for diabetic hyperglycemia. Moreover, the recent increased reliance on high-fructose corn syrup as a sweetener is problematic, in that glucose-sensing mechanisms in humans are largely unresponsive to fructose. Because sorbitol is not transported out of the lens, any increase in intracellular sortbitol must be compensated osmotically by the considerable uptake of water, a well-characterized cataractogenic event. By inhibiting sorbitol dehydrogenase, alrestatin lowers tha undesirable net accumulatrion of sorbitol during hyperglycemic episodes. At high enough concentrations, alrestatin also inhibits PD. Target(s): aldose reductase, or aldehyde reductase; 4-aminobutyrate aminotransferase; carbonyl reductase; succinate-semialdehyde dehydrogenase; polyol dehydrogenase, weakly inhibited, except at elevated concentrations; hexonate dehydrogenase, or glucuronate reductase.

ALRESTATIN Preparation Products And Raw materials

Raw materials

Preparation Products

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ALRESTATIN Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
Shanghai Raise Chemical Technology Co.,Ltd
Tel
15026594951
Fax
0556-5030632
Email
rs@raise-chem.com
Country
China
ProdList
3095
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9590
Advantage
58
Beijing FYF Chemicals Co., Ltd
Tel
15318973357
Fax
010-57903446
Email
1460285141@qq.com
Country
China
ProdList
2951
Advantage
58
Shanghai CanSpecsci Instrument Co., Ltd.
Tel
400-6087598 15021221957
Fax
4006087598-8012
Email
order@canspecsci.com
Country
China
ProdList
2079
Advantage
56
Zhengzhou Guancheng Laboratory equipment Sales
Tel
0371-88888888 272369594
Fax
QQ:272369594
Email
2723695949@qq.com
Country
China
ProdList
4987
Advantage
50
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8449
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
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View Lastest Price from ALRESTATIN manufacturers

Career Henan Chemical Co
Product
2-(1,3-dioxobenzo[de]isoquinolin-2-yl)acetic acid 51411-04-2
Price
US $8.80/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
100kg
Release date
2019-07-09

51411-04-2, ALRESTATINRelated Search:


  • 1,3-DIOXO-1H-BENZ[D,E]ISOQUINOLINE-2(3H)-ACETIC ACID
  • (1,3-DIOXO-1H-BENZO[DE]ISOQUINOLIN-2(3H)-YL)ACETIC ACID
  • AKOS BBS-00007376
  • ALRESTATIN
  • IFLAB-BB F0863-0248
  • AURORA 5841
  • 1,3-dioxo-1h-benz(de)isoquinoline-2(3h)-aceticaci
  • 2-(1,3-dioxobenzo[de]isoquinolin-2-yl)acetic acid
  • 1,3-Dioxo-1H-benzo[de]isoquinoline-2(3H)-acetic acid
  • 1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-2-acetic acid
  • 2,3-Dihydro-1,3-dioxo-1H-benzo[de]isoquinoline-2-acetic acid
  • AY-22284
  • (1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetic acid
  • 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetic acid
  • 1H-Benz[de]isoquinoline-2(3H)-acetic acid, 1,3-dioxo-
  • Alrestatin free acid
  • 51411-04-2