ChemicalBook > CAS DataBase List > 5-IODOTUBERCIDIN

5-IODOTUBERCIDIN

Product Name
5-IODOTUBERCIDIN
CAS No.
24386-93-4
Chemical Name
5-IODOTUBERCIDIN
Synonyms
ITU;5-ITu;CS-824;NSC 113939;IODOTUBERCIDIN;7-I-7-Deaza-Ar;5-IODOTUBERCIDIN;5-IODOTUBERICIDIN;Iodotubercidin,Itu;5-Iodo-Tubercidine
CBNumber
CB1280221
Molecular Formula
C11H13IN4O4
Formula Weight
392.15
MOL File
24386-93-4.mol
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5-IODOTUBERCIDIN Property

Melting point:
216-217°C dec.
Boiling point:
701.5±60.0 °C(Predicted)
Density 
2.49±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
0.1 M HCl: 0.7 mg/mL
form 
solid
pka
12.33±0.70(Predicted)
color 
tan
Stability:
Store tightly sealed at 4°C; Light Sensitive
InChIKey
WHSIXKUPQCKWBY-IOSLPCCCSA-N
CAS DataBase Reference
24386-93-4
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Safety

WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I100
Product name
5-Iodotubericidin
Purity
≥90%, solid
Packaging
5mg
Price
$683
Updated
2024/03/01
Sigma-Aldrich
Product number
I100
Product name
5-Iodotubericidin
Purity
≥90%, solid
Packaging
25mg
Price
$2670
Updated
2024/03/01
Cayman Chemical
Product number
10010375
Product name
5-Iodotubercidin
Purity
≥95%
Packaging
500 μg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
10010375
Product name
5-Iodotubercidin
Purity
≥95%
Packaging
100μg
Price
$15
Updated
2022/04/27
Cayman Chemical
Product number
10010375
Product name
5-Iodotubercidin
Purity
≥95%
Packaging
250μg
Price
$32
Updated
2022/04/27
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5-IODOTUBERCIDIN Chemical Properties,Usage,Production

Chemical Properties

Tan Solid

Uses

An analogue of the antibiotic tubercidin, a pyrrolo[2,3-d]pyrimidine nucleoside antibiotic. A potent inhibitor of adenosine kinase from rat or guinea pig brain. Inhibits uptake of 3H-adenosine into brain slices.

Uses

A potent and competitive inhibitor of ERK2, PKA, and ADK.

Uses

5-Iodotubercidin has been used for the inhibition of retinoblastoma cells, astroglial cultures and for the inhibition of adenosine kinase in human umbilical vein endothelial cells (HUVECs).

General Description

solubility: 10 mg/mL in DMSO

Biological Activity

Potent adenosine kinase inhibitor (IC 50 = 26 nM) and nucleoside transporter inhibitor (IC 50 values are 7, 15 and < 25 nM for inhibition of [ 3 H]-uridine, [ 3 H]-formycin B and [ 3 H]-adenosine uptake respectively). Strongly stimulates glycogen synthesis in hepatocytes via activation of glycogen synthase. Also inhibits CK1, insulin receptor tyrosine kinase, phosphorylase kinase, PKA, CK2 and PKC (IC 50 values are 0.4, 3.5, 5-10, 5-10, 10.9 and 27.7 μ M respectively).

Biochem/physiol Actions

Potent inhibitor of adenosine uptake into brain, and of adenosine kinase and subsequent metabolism of adenine nucleotides. In cultured rat hepatocytes, 5-iodotubercidin inhibits both acetyl-CoA carboxylase and de novo synthesis of fatty acids and cholesterol.

storage

Store at -20°C

References

[1]. xin zhang, deyong jia, huijuan liu, et al. identification of 5-iodotubercidin as a genotoxic drug with anti-cancer potential. plos one, 2013, 8(5):e62527.
[2]. jaoek park and radhey s. gupta. adenosine: a key link between metabolism and brain activity: adenosine metabolism, adenosine kinase, and evolution. new york: springer science+business media, 2013.
[3]. garcía-villafranca j. and castro j. effects of 5-iodotubercidin on hepatic fatty acid metabolism mediated by the inhibition of acetyl-coa carboxylase. biochem. pharmacol., 2002, 63(11):1997-2000.
[4]. haiyan chen, ji-ping wang, richard j. santen, et al. adenosine monophosphate activated protein kinase (ampk), a mediator of estradiol-induced apoptosis in long-term estrogen deprived breast cancer cells. apoptosis, 2015, 20:821-830.

5-IODOTUBERCIDIN Preparation Products And Raw materials

Raw materials

Preparation Products

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5-IODOTUBERCIDIN Suppliers

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View Lastest Price from 5-IODOTUBERCIDIN manufacturers

Yunbio Tech Co.,Ltd.
Product
5-IODOTUBERCIDIN 24386-93-4
Price
US $1.00/KG
Min. Order
1KG
Purity
97%
Supply Ability
200
Release date
2019-08-08
WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Iodotubercidin 24386-93-4
Price
US $0.00-0.00/g
Min. Order
1g
Purity
97%min
Supply Ability
1000g
Release date
2021-09-06
Career Henan Chemical Co
Product
5-IODOTUBERCIDIN 24386-93-4
Price
US $5.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1ton
Release date
2019-08-05

24386-93-4, 5-IODOTUBERCIDINRelated Search:

PIERICIDIN A IODOTUBERCIDIN FROM RAT OR GUINEA PI 7-iodotubercidin 5'-deoxy-5-iodotubercidin 4-Amino-7H-pyrrolo[2,3-d]pyrimidine TUBERCIDIN DEAZAPURINE 7-DEAZA-2'-DEOXYADENOSINE 1-(2-HYDROXYETHYL)PYRROLE 1-(3-HYDROXYPROPYL)PYRROLE 5-IODOTUBERCIDIN

  • 7-IODO-7-DEAZAADENOSINE
  • 5-IODOTUBERCIDIN
  • 5-IODOTUBERICIDIN
  • 4-AMINO-5-IODO-7-(BETA-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
  • IODOTUBERCIDIN
  • ITU
  • Iodotubercidin,Itu
  • 4-Amino-5-iodo-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
  • 4-amino-5-iodo-7-(β-d-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
  • 5-IODOTUBERCIDIN 98+%
  • iodotubercidin, 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 7-Deaza-7-iodoadenosine
  • 5-Iodotubercidin (or 7-Deaza-7-iodoadenosine)
  • 3-d]pyriMidin-7-yl)-tetrahydro-5-(hydroxyMethyl)furan-3
  • 5R)-2-(4-aMino-5-iodo-7H-pyrrolo[2
  • NSC 113939
  • 5-ITu
  • 7H-Pyrrolo[2,3-d]pyriMidin-4-aMine,5-iodo-7-b-D-ribofuranosyl-
  • 4-Amino-5-iodo-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine
  • 7-Iodo-7-deazaadenosine, 4-Amino-5-iodo-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
  • (2R,3R,4S,5R)-2-(4-amino-5-iodo-5H-pyrrolo[2,3-d]pyrimidin-7(6H)-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • 7-I-7-Deaza-Ar
  • (2S,3S,4R,5S)-2-(4-amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2
  • 3-d]pyrimidin-4- amine
  • 5-Iodo-Tubercidine
  • CS-824
  • 2-{4-AMINO-5-IODOPYRROLO[2,3-D]PYRIMIDIN-7-YL}-5-(HYDROXYMETHYL)OXOLANE-3,4-DIOL
  • 5-Iodotubercidin (NSC 113939)
  • 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-β-D-ribofuranosyl-
  • 4-Amino-5-iodo-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine, 7-Iodo-tubercidin, 7-deaza-7-iodoadenosine
  • 5-IODOTUBERCIDIN USP/EP/BP
  • (2R,3R,4S,5R)-2-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • 4-Amino-5-iodo-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
  • 7-Iodo-tubercidin,7-Deaza-7-iodoadenosine,Adenosine kinase inhibitor, Protein kinase inhibitor and activator, nucleoside transporters inhibitor
  • 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 24386-93-4
  • C11H13IN4O4
  • Bases & Related Reagents
  • Inhibitors
  • Nucleotides
  • Protein Kinase Inhibitors and Activators
  • Miscellaneous Natural Products