ChemicalBook > CAS DataBase List > Thiamet GDiscontinued

Thiamet GDiscontinued

Product Name: Thiamet GDiscontinued
CAS No.: 1009816-48-1
Chemical Name: Thiamet GDiscontinued
Synonyms: CS-1700;Thiamet G;Thiamet H;Thiamet G - Bio-X ?;Thiamet G (Thiamet-G);Thiamet G0nDiscontinued;Thiamet GDiscontinued;Thiamet G, 10 mM in DMSO;Thiamet G_x000b_Discontinued;Thiamet G, O-GlcNAcase inhibitor
CBNumber: CB52485666
Molecular Formula: C9H16N2O4S
Formula Weight: 248.3
MOL File: 1009816-48-1.mol

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Thiamet GDiscontinued Property

Boiling point:: 483.2±55.0 °C(Predicted)
Density: 1.74±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: H2O: ≥5mg/mL at warmed to 60°C
form: powder
pka: 13.17±0.70(Predicted)
color: white to beige
optical activity: [α]/D -21 to -26°, c = 0.3 in methanol
Water Solubility: H2O: ≥5mg/mL atwarmed to 60°C
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChI: InChI=1S/C9H16N2O4S/c1-2-10-9-11-5-7(14)6(13)4(3-12)15-8(5)16-9/h4-8,12-14H,2-3H2,1H3,(H,10,11)/t4-,5-,6-,7-,8-/m1/s1
InChIKey: PPAIMZHKIXDJRN-UKPHHSARSA-N
SMILES: S1[C@@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@@]2([H])N=C1NCC

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0244
Product name: Thiamet G
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $131
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0244
Product name: Thiamet G
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $493.05
Updated: 2025/07/31

Cayman Chemical

Product number: 13237
Product name: Thiamet G
Purity: ≥97%
Packaging: 1mg
Price: $40
Updated: 2024/03/01

Cayman Chemical

Product number: 13237
Product name: Thiamet G
Purity: ≥97%
Packaging: 5mg
Price: $89
Updated: 2024/03/01

Cayman Chemical

Product number: 13237
Product name: Thiamet G
Purity: ≥97%
Packaging: 10mg
Price: $133
Updated: 2024/03/01

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Thiamet GDiscontinued Chemical Properties,Usage,Production

Description

Thiamet G (1009816-48-1) is a potent, selective inhibitor of O-GlcNAcase (Ki?= 21 nM for human O-GlcNAcase). Increases levels of O-GlcNAc-modified proteins in cellular assays and?in vivo. Suppresses phosphorylation of tau protein in rat cortex and hippocampus.1?Stabilizes tau against aggregation and slows neurodegeneration.2?Thiamet G prevents cognitive decline and amyloid plaque formation in bigenic tau/APP mutant mice.3?Elevates soluble tau species and reduces tauopathy in mouse models.4?Active?in vivo?and blood brain barrier permeable.

Uses

A potent O-GlcNAcase inhibitor that blocks phosphorylation of tau in vivo. The authors anticipate that Thiamet-G will find wide use in probing the functional role of O-GlcNAc in vertebrate brain, and it may also offer a route to blocking pathological hyperphosphorylation of tau in AD. Anti-Alzheimer''s agent.

Uses

As a potent O-GlcNAcase inhibitor that blocks phosphorylation of tau in vivo, The authors anticipate that Thiamet-G will find wide use in probing the functional role of O-GlcNAc in vertebrate brain, and it may also offer a route to blocking pathological

Biochem/physiol Actions

Thiamet G is a potent inhibitor of the enzyme O-GlcNAcase (Ki = 21 nM). The compound is orally bioavailable and crosses the blood brain barrier. Thiamet G leads to an increase in O-GlcNAc-modified proteins in cell-based and in vivo assay systems, and reduces levels of phosphorylated Tau protein in rat cortex and hippocampus.

in vivo

Thiamet G (500 mg/kg/d) increases global and tau O-GlcNAc and reduces neurodegeneration. Thiamet G-treated group has 1.4-fold more motor neurons and hinders tau-driven neurodegeneration within this transgenic model. Thiamet G treatment therefore has no detectable effect on mice lacking the P301L transgene, indicating that prevention of neurodegeneration and weight loss is mediated by Thiamet G treatment only in the context of the P301L transgene. In Thiamet G-treated mice, the O-GlcNAc increases in the brain and spinal cord tissues^[1].
Thiamet G (20 mg/kg, i.p.) increases O-GlcNAc levels in brain, liver, and knee of the C57BL/6 mice in a dose-dependent manner^[2].

storage

Store at -20°C

References

[1] SCOTT A YUZWA. A potent mechanism-inspired O-GlcNAcase inhibitor that blocks phosphorylation of tau in vivo[J]. Nature chemical biology, 2008, 4 8: 483-490. DOI:10.1038/nchembio.96
[2] SCOTT A YUZWA. Increasing O-GlcNAc slows neurodegeneration and stabilizes tau against aggregation[J]. Nature chemical biology, 2012, 8 4: 393-399. DOI:10.1038/nchembio.797
[3] SCOTT A YUZWA. Pharmacological inhibition of O-GlcNAcase (OGA) prevents cognitive decline and amyloid plaque formation in bigenic tau/APP mutant mice.[J]. Molecular Neurodegeneration, 2014, 9: 42. DOI:10.1186/1750-1326-9-42
[4] NICHOLAS B HASTINGS. Inhibition of O-GlcNAcase leads to elevation of O-GlcNAc tau and reduction of tauopathy and cerebrospinal fluid tau in rTg4510 mice.[J]. ACS Combinatorial Science, 2017: 39. DOI:10.1186/s13024-017-0181-0

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View Lastest Price from Thiamet GDiscontinued manufacturers

Career Henan Chemical Co

Product: Thiamet GDiscontinued 1009816-48-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2020-03-04

Career Henan Chemical Co

Product: Thiamet G 1009816-48-1
Price: US $9.80/KG
Min. Order: 1KG
Purity: ＞98%HPLC
Supply Ability: 20 tons
Release date: 2020-02-06

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Thiamet GDiscontinued

Thiamet G

1,2-Dideoxy-2'-ethylamino-a-D-glucopyranoso-[2,1-d]-2'-thiazoline

2-(ethylaMino)-5-(hydroxyMethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-dio

5H-Pyrano[3,2-d]thiazole-6,7-diol, 2-(ethylamino)-3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-, (3aR,5R,6S,7R,7aR)-

(3aR,5R,6S,7R,7aR)-2-(ethylamino)-3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-5H-Pyrano[3,2-d]thiazole-6,7-diol

(3aR,5R,6S,7R,7aR)-2-(Ethylamino)-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diol

Thiamet G0nDiscontinued

CS-1700

(3aR,5R,6S,7R,7aR)-2-(ethylamino)-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol

Thiamet G_x000b_Discontinued

Thiamet H

2-(ethylamino)-3aR,6S,7R,7aR-tetrahydro-5R-(hydroxymethyl)-5H-pyrano[3,2-d]thiazole-6,7-diol

Thiamet G, O-GlcNAcase inhibitor

Thiamet G, 10 mM in DMSO

Thiamet G - Bio-X ?

Thiamet G (Thiamet-G)

1009816-48-1

Carbohydrates & Derivatives

Inhibitors

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API

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Thiamet G Discontinued

Thiamet G Discontinued Property

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Hazard and Precautionary Statements (GHS)

N-Bromosuccinimide Price

Thiamet G Discontinued Chemical Properties,Usage,Production

Description

Uses

Uses

Biochem/physiol Actions

in vivo

storage

References

Thiamet G Discontinued Preparation Products And Raw materials

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Thiamet GDiscontinued

Thiamet GDiscontinued Property

Thiamet GDiscontinued Chemical Properties,Usage,Production

Thiamet GDiscontinued Preparation Products And Raw materials

Thiamet GDiscontinued Suppliers

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