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SML0293

Sigma-Aldrich

Telbivudine

≥98% (HPLC)

Synonym(s):

β-L-Thymidine, 1-(2-Deoxy-β-L-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-Pyrimidinedione, 2′-Deoxy-L-thymidine, Epavudine, L-Thymidine, NV 02B, Sebivo

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O5
CAS Number:
3424-98-4
Molecular Weight:
242.23
MDL number:
MFCD02683612
UNSPSC Code:
12352200
PubChem Substance ID:
329825300
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -15 to -22°, c = 1 in H2O

color

white to beige

solubility

H2O: 10 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

CC1=CN([C@@H]2C[C@@H](O)[C@H](CO)O2)C(=O)NC1=O

InChI

1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m1/s1

InChI key

IQFYYKKMVGJFEH-CSMHCCOUSA-N

Application

Telbivudine has been used to explore the mechanisms of telbivudine (LdT) induced creatine kinase (CK) elevation.

Biochem/physiol Actions

Telbivudine is a nucleoside analog that is widely used to treat hepatitis B virus (HBV) infection.
Telbivudine is a synthetic molecule containing β-L-configuration. Telbivudine improves the estimated glomerular filtration rate (eGFR) in response to chronic hepatitis B (CHB). It prevents perinatal transmission and enhances the hepatitis B e antigen (HBeAg) seroconversion. It is also known to cause side effects such as creatine kinase (CK) elevation and fatal rhabdomyolysis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000235472
0000235472
0000144857
0000133990

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Faezeh Koohestani et al.
PloS one, 8(9), e75844-e75844 (2013-09-17)
Uterine leiomyomas (ULs) are benign tumors occurring in the majority of reproductive aged women. Despite the high prevalence of these tumors, little is known about their etiology. A hallmark of ULs is the excessive deposition of extracellular matrix (ECM), primarily
Xiao-Jian Zhou et al.
Antimicrobial agents and chemotherapy, 50(7), 2309-2315 (2006-06-28)
Two phase I studies were conducted to assess the plasma pharmacokinetics of telbivudine and potential drug-drug interactions between telbivudine (200 or 600 mg/day) and lamivudine (100 mg/day) or adefovir dipivoxil (10 mg/day) in healthy subjects. Study drugs were administered orally.
Gang Huang et al.
Annals of surgery, 268(6), 943-954 (2018-03-10)
Despite antiviral treatment has been shown to reduce hepatocellular carcinoma (HCC) recurrence after curative treatment for hepatitis B virus (HBV)-related HCC in patients with high preoperative HBV-DNA levels, it is still unclear whether antiviral therapy is useful in reducing recurrence
Ailin Chen et al.
Cancer communications (London, England), 41(2), 121-139 (2021-01-21)
Overexpression of Aurora-A (AURKA) is a feature of breast cancer and associates with adverse prognosis. The selective Aurora-A inhibitor alisertib (MLN8237) has recently demonstrated promising antitumor responses as a single agent in various cancer types but its phase III clinical
Sophie Van Linthout et al.
ESC heart failure, 5(5), 818-829 (2018-08-14)
Myocarditis is often associated with parvovirus B19 (B19V) persistence, which can induce vascular damage. Based on the antiviral and anti-inflammatory properties of telbivudine, we aimed to evaluate its efficacy to protect B19V-infected endothelial cells in vitro and to treat chronic
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