Clitocine

Modify Date: 2024-01-20 18:40:04

Clitocine Structure
Clitocine structure
Common Name Clitocine
CAS Number 105798-74-1 Molecular Weight 287.22900
Density 1.82g/cm3 Boiling Point 702.4ºC at 760 mmHg
Molecular Formula C9H13N5O6 Melting Point N/A
MSDS N/A Flash Point 378.6ºC

 Use of Clitocine


Clitocine, an adenosine nucleoside analog, is a potent and efficacious readthrough agent. Clitocine can induce the production of p53 protein in cells harboring p53 nonsense-mutated alleles. Clitocine can induce apoptosis in multidrug-resistant human cancer cells by targeting Mcl-1. Anticancer activity[1][2].

 Names

Name N-(6-Amino-5-nitro-4-pyrimidinyl)-β-D-ribofuranosylamine
Synonym More Synonyms

 Clitocine Biological Activity

Description Clitocine, an adenosine nucleoside analog, is a potent and efficacious readthrough agent. Clitocine can induce the production of p53 protein in cells harboring p53 nonsense-mutated alleles. Clitocine can induce apoptosis in multidrug-resistant human cancer cells by targeting Mcl-1. Anticancer activity[1][2].
Related Catalog
In Vitro Clitocine (0-0.8μM; 24 hours) enhances TRAIL-lethality in in LS411N and SW620 cells. Clitocine (0.2μM; 36 hours) significantly potentiates TRAIL-mediated apoptosis[2].
In Vivo Citocine (0.3-3 mg/kg; s.c.; five times per week)-induced p53 inhibits CAOV-33p53-UAA136 tumor growth in a xenograft model[1]. Animal Model: nu/nu mice (CAOV-3p53-UAA136 xenograft tumors)[1] Dosage: 0.3, 3 mg/kg (or 20 mg/kg once per week) Administration: S.c.; five times per week Result: CAOV-33p53-UAA136 tumor growth was inhibited.
References

[1]. Friesen WJ, et al. The nucleoside analog clitocine is a potent and efficacious readthrough agent. RNA. 2017;23(4):567-577.

[2]. Sun JG, et al. Clitocine potentiates TRAIL-mediated apoptosis in human colon cancer cells by promoting Mcl-1 degradation. Apoptosis. 2016;21(10):1144-1157.

 Chemical & Physical Properties

Density 1.82g/cm3
Boiling Point 702.4ºC at 760 mmHg
Molecular Formula C9H13N5O6
Molecular Weight 287.22900
Flash Point 378.6ºC
Exact Mass 287.08700
PSA 179.57000
Vapour Pressure 1.04E-20mmHg at 25°C
Index of Refraction 1.771

 Synthetic Route

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Clitocine Structure

Clitocine

CAS#:105798-74-1

Literature: Moss, Randall J.; Petrie, Charles R.; Meyer, Rich B.; Nord, L. Dee; Willis, Randall C.; et al. Journal of Medicinal Chemistry, 1988 , vol. 31, # 4 p. 786 - 790

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Clitocine Structure

Clitocine

CAS#:105798-74-1

Literature: Choi, Hyeong-Wook; Choi, Bo Seung; Chang, Jay Hyok; Lee, Kyu Woong; Nam, Do Hyun; Kim, Young Keun; Lee, Jae Hoon; Heo, Taeho; Shin, Hyunik; Kim, No-Soo Synlett, 2005 , # 12 art. no. U12805ST, p. 1942 - 1944

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Clitocine Structure

Clitocine

CAS#:105798-74-1

Literature: Kamikawa, Tadao; Fujie, Satoru; Yamagiwa, Yoshiro; Kim, Mujo; Kawaguchi, Hitoshi Journal of the Chemical Society, Chemical Communications, 1988 , # 3 p. 195 - 196

 Synonyms

6-amino-5-nitro-2-trifluoromethyl-3H-pyrimidin-4-one
5-Nitro-6-aminouracil
4-AMINO-2,6-DIHYDROXY-5-NITROPYRIMIDINE
6-Amino-5-nitro-1H-pyrimidin-2,4-dion
6-amino-4-hydroxy-5-nitro-2-trifluoromethylpyrimidine
5-Nitro-6-amino-4-hydroxy-2-trifluormethyl-pyrimidin
6-Amino-5-nitro-uracil
6-amino-5-nitropyrimidine-2,4-diol
Clitocine
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