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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5-Iodo-2'-deoxycytidine Suppliers

Americas 1 Belgium 1 Canada 1 China 208 Europe 3 Germany 4 India 13 Italy 1 Japan 2 Switzerland 1 United Kingdom 10 United States 38 Global 283

Euticals The Pharmaceutical & Fine Chemical Company

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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:

Zalcitabine 1-beta-D-Arabinofuranosylcytosine hydrochloride ALTRENOGEST 3-Aminophenol 5-Azacytidine 6-Aminocaproic acid Cytidine-5'-triphosphate disodium salt dihydrate Cytarabine Glycine CHLOROPHOSPHONAZO III 2'-Deoxycytidine monohydrate Tris(hydroxymethyl)aminomethane 5-Iodocytidine Fiacitabine Cytidine 2'-Deoxycytidine 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE 5'-O-(DMT)-N4-(DMF)-5-IODO-2'-DEOXYCYTIDINE,5'-O-(DIMETHOXYTRITYL)-N4-DIMETHYLAMINOMETHYLIDENE-5-IODO-2'-DEOXYCYTIDINE

-deoxyuridine Triphosphate Tetralithium Salt

5-Iodo-deoxycytidine

4-aMino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyriMidin-2-one

4-AMino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-iodopyriMidin-2(1H)-one

IDC

IBACITABINE

5-Iodo-2′-deoxycytidine, >=99%

5-IDC

2'-DEOXY-5-IODOCYTIDINE

2'-Deoxy-5-iodo-D-cytidine

5-IODO-2''-DEOXYCYTIDINE(5-IDC)

5-IODO-2''-DEOXYCYTIDINE HPLC 99%

4-Amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one

Idoxcitidin

NSC-527083

2''-DEOXY-5-IODOCYTIDINE (5-IODO-2''-DEOXYCYTIDINE: 5-IDC)

5-lodo-2'-deoxycytidine

5-I-2'-dC

5-Iodo-2'-deoxycytidine&gt

Cytidine, 2'-deoxy-5-iodo-

2’-Deoxy-5-iodocytidine, Ibacitabine, 5IDC

5-Iodo-2'-deoxycytidine USP/EP/BP

2’-Deoxy-5-iodocytidine, 5IDC, anticancer drug Ibacitabine

Ibacitabin

4-aMino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyriMidin-Chemicalbook2-one

-deoxyuridineTriphosphateTetralithiumSalt

5-lodo-2'-deoxycytidine(5-I-2'-dC)

5-Iodo-2'-deoxycytidine

Immobilized D- carbamoyl hydrolase

5-Iodo

5-Iodo-2''-deoxycytidine

Ibacitabine, 10 mM in DMSO

ImmobilizedD-Carbamoylase

N-Carbarnoyl-D-Amino-Acid Hydrolase（Crude Enzyme)

LDP1

LGMD1B

LMNC

LMNL1

MADA

PRO1

CDCD1

CDDC

CMD1A

CMT2B1

EMD2

FPL

FPLD

FPLD2

HGPS

5-Iodo-2'-deoxycytidine

611-53-0

C9H12IN3O4

BioChemical

Biochemicals and Reagents

Nucleoside Analogs

Nucleosides, Nucleotides, Oligonucleotides

Biochemicals and Reagents

Nucleoside Analogs