CAS 24386-93-4

5-Iodotubercidin

Description:

5-Iodotubercidin is a purine derivative and a potent inhibitor of adenosine monophosphate (AMP)-activated protein kinase (AMPK). It is characterized by the presence of an iodine atom at the 5-position of the tubercidin structure, which enhances its biological activity. This compound is known for its role in biochemical research, particularly in studies related to cellular energy regulation and signal transduction pathways. 5-Iodotubercidin exhibits a high affinity for various nucleoside transporters and can influence cellular processes by modulating nucleotide levels. Its molecular structure includes a bicyclic purine ring system, which is essential for its interaction with enzymes and receptors. The compound is typically used in laboratory settings for its pharmacological properties, and it has been studied for potential therapeutic applications in various diseases, including cancer and metabolic disorders. As with many chemical substances, handling 5-Iodotubercidin requires appropriate safety precautions due to its biological activity and potential toxicity.

Formula: C₁₁H₁₃IN₄O₄

InChI: InChI=1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1

InChI key: InChIKey=WHSIXKUPQCKWBY-IOSLPCCCSA-N

SMILES: O[C@H]1[C@H](N2C=3C(C(I)=C2)=C(N)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 4-Amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine
• 4-Amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosylpyrrolo[2,3-d]pyrimidine
• 5-Iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• 5-iodo-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• 5-iodo-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• 7-Iodo-7-Deaza-adenosine
• 7-Iodo-7-deazaadenosine
• 7-Iodotubercidin
• 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 5-iodo-7-beta-D-ribofuranosyl-
• 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• 7H-Pyrrolo[2,3-d]pyrimidine, 4-amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• Nqz-020
• Nsc 113939
• 7H-Pyrrolo[2,3-d]pyrimidine, 4-amino-5-iodo-7-β-D-ribofuranosyl-
• 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• 4-Amino-5-iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine

5-Iodotubercidin

CAS: 24386-93-4

Formula: C₁₁H₁₃IN₄O₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 392.15

Ref: 3B-I1156

7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-b-D-ribofuranosyl-

CAS: 24386-93-4

Formula: C₁₁H₁₃IN₄O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 392.1498

Ref: IN-DA00I4OW

7-Deaza-7-iodoadenosine

CAS: 24386-93-4

Ref: 7W-GN3936

5-Iodotubercidin

CAS: 24386-93-4

5-Iodotubercidin

Purity: ≥98%

Molecular weight: 392.15g/mol

Ref: 54-BUP02522

5-Iodotubercidin

CAS: 24386-93-4

5-Iodotubercidin

Purity: 98%

Molecular weight: 392.15g/mol

Ref: 54-OR1026220

5-Iodotubercidin

CAS: 24386-93-4

5-Iodotubercidin (NSC-113939) is a potent adenosine kinase inhibitor with IC50 of 26 nM.

Formula: C₁₁H₁₃IN₄O₄

Purity: 99.98%

Color and Shape: Tan Solid

Molecular weight: 392.15

Ref: TM-T6745

5-Iodotubercidin

Controlled Product

CAS: 24386-93-4

Stability Store tightly sealed at 4°C; Light Sensitive
Applications 5-Iodotubercidin is an analogue of the antibiotic tubercidin, a pyrrolo[2,3-d]pyrimidine nucleoside antibiotic (1,2,3). A potent inhibitor of adenosine kinase from rat or guinea pig brain. Inhibits uptake of 3H-adenosine into brain slices. 5-Iodotubercidin is a nucleoside transporters inhibitor.
References (1) Long, M. and Parker, W. B.: Biochem. Pharmacol., 71, 1671 (2006) (2) Bonilla-Santiago, R., et al.: Mol. Biochem. Parasitol., 162, 149 (2008) (3) Caballero, J., et al.: Bioorg. Med. Chem., 16, 5103 (2008)

Formula: C₁₁H₁₃IN₄O₄

Color and Shape: Neat

Molecular weight: 392.15

Ref: TR-I725000

5-Iodotubercidin

CAS: 24386-93-4

Purity: 98%

Molecular weight: 392.153

Ref: 10-F826319

7-Deaza-7-iodoadenosine

CAS: 24386-93-4

7-Deaza-7-iodoadenosine is a nucleotide that has been used in experiments to assess the levels of adenosine, a dinucleotide phosphate that is involved in many cellular functions. 7-deaza-7-iodoadenosine has been shown to inhibit locomotor activity in rats and cyclase activity in 3T3-L1 preadipocytes. It also inhibits the release of inflammatory proteins from polymorphonuclear leucocytes and angiogenesis (formation of new blood vessels) in liver cells. Although this nucleotide has not been extensively studied, it has been proposed as an antiinflammatory agent because it inhibits protein synthesis and downregulates proinflammatory proteins.

Formula: C₁₁H₁₃IN₄O₄

Purity: Min. 95%

Molecular weight: 392.15 g/mol

Ref: 3D-ND09248