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3,4,5,6-tetrahydrouridine

Tetrahydrouridine

CAS: 18771-50-1

Molecular Formula: C9H16N2O6

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3,4,5,6-tetrahydrouridine - Names and Identifiers

Name Tetrahydrouridine
Synonyms nsc-112907
nsc-112907-d
TETRAHYDROURIDINE
Tetrahydrouridine
3,4,5,6-tetrahydrouridine
Uridine, 3,4,5,6-tetrahydro-
tetrahydro-4-hydroxy-1-beta-d-ribofuranosyl-2(1h)-pyrimidinon
(4S)-3,4,5,6-Tetrahydro-4β-hydroxy-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one
CAS 18771-50-1

3,4,5,6-tetrahydrouridine - Physico-chemical Properties

Molecular FormulaC9H16N2O6
Molar Mass248.23
Density1.622±0.06 g/cm3(Predicted)
Melting Point>195°C (dec.)
Boling Point668.6±55.0 °C(Predicted)
AppearanceForm Solid, color White to Off-White
Storage ConditionKeep in dark place,Sealed in dry,2-8°C
StabilityLight Sensitive
Physical and Chemical PropertiesBioactive Tetrahydrouridine dihydrate (THU dihydrate) is a potent inhibitor of cytidine deaminase (CDA), which competitively blocks the active site of the enzyme.

3,4,5,6-tetrahydrouridine - Uses and synthesis methods

Target

cytidine deaminase (CDA)

in vitro studies

Tetrahydrouridine (THU) is a specific inhibitor of cytidine deaminase (CDA) which can suppress deamination in the catabolism of cytotoxic deoxycytidine analogues like ara-C and Gemcitabine. To test how Tetrahydrouridine affects the Gemcitabine-mediated anti-neoplastic effect on pancreatic and lung carcinoma cells, a combination therapy is performed. As expected, high CDA expression in BxPC-3 and H441 results in improved Gemcitabine sensitivity after a 100 µM Tetrahydrouridine treatment. The sensitivity of BxPC-3 and H441 cell lines increases by as much as approximately 2.1 and 4.4 fold respectively. On the other hand, MIAPaCa-2 and H1299 cells unexpectedly become more sensitive to Gemcitabine with low CDA expression. MIAPaCa-2 and H1299 cells show a change in IC 50 of 2.2 and 2.3 fold respectively. However, Panc-1 and H322 cells do not show significant changes in drug sensitivity. These data suggested that Tetrahydrouridine can sensitize some pancreatic and lung carcinoma cells to Gemcitabine-induced cell death regardless of CDA expression levels. Tetrahydrouridine inhibits S-phase without apoptosis.

In vivo studies

Administration of 167 mg/kg Tetrahydrouridine (THU) followed by 1.0 mg/kg DAC results in death in one male and eight females. Animals surviving to scheduled termination are generally asymptomatic with no treatment related effects observed in body weights, food consumption, clinical chemistry and urinalysis for a treatment up to 1.0 mg/kg DAC in combination with 167 mg/kg Tetrahydrouridine in animals.

Last Update:2024-04-09 21:22:08
3,4,5,6-tetrahydrouridine
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CAS: 18771-50-1
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
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Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: Tetrahydrouridine Visit Supplier Webpage Request for quotation
CAS: 18771-50-1
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
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