ChemicalBook > CAS DataBase List > 5-Iodo-2'-deoxycytidine

5-Iodo-2'-deoxycytidine

Product Name
5-Iodo-2'-deoxycytidine
CAS No.
611-53-0
Chemical Name
5-Iodo-2'-deoxycytidine
Synonyms
IDC;FPL;LDP1;LMNC;MADA;PRO1;CDDC;EMD2;FPLD;HGPS
CBNumber
CB5490846
Molecular Formula
C9H12IN3O4
Formula Weight
353.11
MOL File
611-53-0.mol
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5-Iodo-2'-deoxycytidine Property

Melting point:
180-183℃
Boiling point:
522.1±60.0 °C(Predicted)
Density 
2.37±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO:100.0(Max Conc. mg/mL);283.19(Max Conc. mM)
form 
Powder
pka
14.03±0.60(Predicted)
color 
White
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1
InChIKey
WEVJJMPVVFNAHZ-UHFFFAOYSA-N
SMILES
OC[C@H]1O[C@@H](N2C=C(I)C(N)=NC2=O)C[C@@H]1O
CAS DataBase Reference
611-53-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-63-42/43-36/37/38
Safety Statements 
23-26-36/37/39-24/25
WGK Germany 
3
HS Code 
29071212
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P330Rinse mouth.

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N-Bromosuccinimide Price

TCI Chemical
Product number
I0882
Product name
5-Iodo-2'-deoxycytidine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$138
Updated
2025/07/31
TRC
Product number
D281535
Product name
2''-Deoxy-5-iodocytidine
Packaging
250mg
Price
$45
Updated
2021/12/16
Ark Pharm
Product number
P000414891
Product name
4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one
Purity
95+%
Packaging
250mg
Price
$13
Updated
2021/12/16
Ark Pharm
Product number
P000414891
Product name
4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one
Purity
95+%
Packaging
1g
Price
$28
Updated
2021/12/16
Biosynth Carbosynth
Product number
ND05777
Product name
2'-Deoxy-5-iodocytidine
Packaging
1g
Price
$45
Updated
2021/12/16
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5-Iodo-2'-deoxycytidine Chemical Properties,Usage,Production

Description

5-Iodo-2'-deoxycytidine is an iodinated analog of deoxycytidine and acts as an anti-viral agent.

Chemical Properties

White crystals or powder

Uses

5-Iodo-2'-deoxycytidine is used in the construction of DNA oligomers to enable structural studies and photoactivated cross-linking. It is used in the synthesis of other modified nucleosides, such as 5-ethynylferrocenyl-2?-deoxycytidine used in semiconductor electrodes and 10-(2-deoxyβ-D-ribofuranosyl)pyrimido[4?,5?:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dCPPI).

Definition

ChEBI: Ibacitabine is a pyrimidine 2'-deoxyribonucleoside.

Synthesis

951-77-9

611-53-0

General procedure for the synthesis of 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (dC) from 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one: in a flame-dried round-bottom flask In a flame-dried round-bottom flask, 10.0 g of dC (44.0 mmol, 1.0 eq.), 7.70 g of iodine (26.4 mmol, 0.6 eq.) and 11.4 g of mCPBA (70%, 46.2 mmol, 1.05 eq.) were dissolved in 120 mL of DMF. The reaction mixture was stirred at room temperature for 2 h and subsequently evaporated to dryness (a small amount of DMF residue was acceptable in subsequent column chromatography). Purification by column chromatography (eluent ratio: DCM/MeOH/H2O/NH3 190:10:0.6:0.6 → 90:10:0.6:0.6) afforded 9.71 g (63% yield) of target compound 1 as an orange solid. The product characterization data were as follows: 1H NMR (400 MHz, CDCl3/MeOD) δ (ppm) = 8.46 (s, 1H), 6.13 (t, 3J = 6.0 Hz, 1H), 4.34 (dt, 3J = 4.7, 6.3 Hz, 1H), 3.93 (dt, 3J = 3.0, 4.3 Hz, 1H), 3.84 (dd. 3J = 3.0, 2J = 12.1 Hz, 1H), 3.72 (dd, 3J = 3.2, 2J = 12.1 Hz, 1H), 2.39 (dd, 3J = 4.8, 6.3, 2J = 13.7 Hz, 1H), 2.20-2.09 (m, 1H).13C NMR (101 MHz, MeOD) δ (ppm) = 163.9, 153.9, 150.9, 89.5, 88.3, 71.5, 62.2, 56.2, 42.5. HRMS (ESI+) Calculated C9H13IN3O4+ [M+H]+: 353.9945, Measured: 353.9944. Melting point range: 133-135°C (Decomposition). IR (ATR). 3191 (w), 1718 (m), 1642 (s), 1286 (m), 1087 (s), 957 (s), 750 (m).

References

[1] Organic Letters, 2010, vol. 12, # 24, p. 5671 - 5673
[2] Patent: WO2012/62907, 2012, A1. Location in patent: Page/Page column 13; 14
[3] Patent: US2013/237697, 2013, A1. Location in patent: Paragraph 0052-0055
[4] Synthesis, 2009, # 23, p. 3957 - 3962
[5] Patent: US2012/178919, 2012, A1. Location in patent: Page/Page column 4

5-Iodo-2'-deoxycytidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Iodo-2'-deoxycytidine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Iodo-2'-deoxycytidine 611-53-0
Price
US $0.00-0.00/g
Min. Order
100g
Purity
98%min
Supply Ability
1000g
Release date
2021-09-06
Henan Aochuang Chemical Co.,Ltd.
Product
5-Iodo-2'-deoxycytidine 611-53-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-23
Hefei Huana Biomedical Technology Co.,Ltd.
Product
5-Iodo-2′-Deoxycytidine 611-53-0
Price
US $0.00/g
Min. Order
10g
Purity
≥97%
Supply Ability
20tons
Release date
2023-03-09

611-53-0, 5-Iodo-2'-deoxycytidineRelated Search:

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  • LDP1
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  • 611-53-0
  • C9H12IN3O4
  • BioChemical
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  • Nucleoside Analogs
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  • Biochemicals and Reagents
  • Nucleoside Analogs