Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

(+)-5-Iodo-2'-deoxyuridine

Related Products

Hot Products

Name

(+)-5-Iodo-2'-deoxyuridine

EINECS 200-207-8
CAS No. 54-42-2 Density 2.148 g/cm3
PSA 104.55000 LogP -1.21810
Solubility 1.6 g/L (20 ºC) Melting Point 194 °C(lit.)
Formula C9H11IN2O5 Boiling Point N/A
Molecular Weight 354.101 Flash Point N/A
Transport Information N/A Appearance crystalline solid
Safety 53-45-36-22 Risk Codes 45-46-61-40
Molecular Structure Molecular Structure of 54-42-2 ((+)-5-Iodo-2'-deoxyuridine) Hazard Symbols ToxicT,HarmfulXn
Synonyms

1-(2-Deoxy-b-D-ribofuranosyl)-5-iodouracil;2'-Deoxy-5-iodouridine;5-Iodo-2'-deoxyuridine;5-Iodo-2'-desoxyuridine;5-Iododeoxyuridine;5-Iodouracil deoxyriboside;5IUDR;Allergan 211;Dendrid;Emanil;Herpe-Gel;Herpesil;Herpidu;Herplex;IDU;IDUR;IUDR;Idexur;Idoxene;Idoxuridin;Idoxuridine;Idu Oculos;Iducher;Idulea;Iduridin;Iododeoxyuridine;Joddeoxiuridin;Kerecid;NSC 39661;Ophthalmadine;SKF 14287;Stoxil;Stoxip;Synmiol;Virudox;

Article Data 27

(+)-5-Iodo-2'-deoxyuridine Synthetic route

951-78-0

2'-deoxyuridine

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With iodine; silver nitrate In methanol at 40℃; for 3h;100%
With iodine; silver nitrate In methanol at 40℃; for 3h;100%
With sodium azide; Iodine monochloride In acetonitrile at 25℃; for 24h; Product distribution; Mechanism; other uracil nucleosides; other halogenation agents; var. temp. and time;96%
1956-30-5

3',5'-O-diacetyl-5-iodo-2'-deoxyuridine

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With sodium methylate In methanol for 1h; Ambient temperature;90%
With methanol; sodium methylate at 20℃; for 1h;
146629-34-7

5-trimethylstannyl-2'-deoxyuridine

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; acetic acid; sodium iodide In chloroform for 0.00416667h; Irradiation;

C23H17Cl2IN2O7

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With ammonia In methanol at 30℃; for 16h;
951-78-0

2'-deoxyuridine

696-07-1

5-iodouracil

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
at 37℃; for 6h; alginate gel-entrapped cells of auxotrophic thymine-dependent strain of E. coli, ammonium acetate buffer pH 5.8;
696-07-1

5-iodouracil

50-89-5

thymidine

A

54-42-2

5-Iodo-2'-deoxyuridine

B

65-71-4

thymin

Conditions
ConditionsYield
With thymidine phosphorylase from Escherichia coli In phosphate buffer at 35℃; for 2h; pH=7.0; Title compound not separated from byproducts;A 88 % Chromat.
B n/a
13030-62-1

3',5'-di-O-acetyl-2'-deoxyuridine

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / LiI, ceric ammonium nitrate (CAN) / acetonitrile / 1 h / 80 °C / other conditions and reagents investigated
2: 90 percent / 0.1 M NaOMe / methanol / 1 h / Ambient temperature
View Scheme
65505-76-2

C5-chloromercuri-2'-deoxyuridine

51592-06-4

1,3,4,6-tetrachloro-3α,6α-diphenyl glycoluril

54-42-2

5-Iodo-2'-deoxyuridine

Conditions
ConditionsYield
With sodium iodide In water
951-78-0

2'-deoxyuridine

696-07-1

5-iodouracil

A

54-42-2

5-Iodo-2'-deoxyuridine

B

66-22-8

uracil

Conditions
ConditionsYield
With thymidine phosphorylase from Escherichia coli (E.C. 2.4.2.4) immobilized on Sepabeads EC-EP In aq. phosphate buffer at 20℃; for 3h; pH=7.5; Reagent/catalyst; Enzymatic reaction;
13030-62-1

3',5'-di-O-acetyl-2'-deoxyuridine

A

54-42-2

5-Iodo-2'-deoxyuridine

B

C9H11IN2O5S

C

C18H20I2N4O8S2

D

C18H21IN4O8S2

E

5580-20-1

2'-deoxy-4-thiouridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium cerium (IV) nitrate; iodine / acetonitrile / 1 h / 80 °C
2: tetraphosphorus decasulfide / 1,4-dioxane / Reflux
3: sodium hydride / methanol / 0.17 h / 0 - 20 °C
4: aq. phosphate buffer; tert-butyl alcohol / Radiolysis
View Scheme

(+)-5-Iodo-2'-deoxyuridine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

(+)-5-Iodo-2'-deoxyuridine Specification

The Uridine,2'-deoxy-5-iodo-, with the CAS registry number 54-42-2 and EINECS registry number 200-207-8, has the IUPAC name of 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione. It is a kind of crystalline solid which is sensitive to air and light, and it is always used as antiviral. The molecular formula of the chemical is C9H11IN2O5.

The physical properties of Uridine,2'-deoxy-5-iodo- are as followings: (1)ACD/LogP: -0.59; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 12; (8)ACD/KOC (pH 7.4): 6; (9)#H bond acceptors: 7; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 99.1 Å2; (13)Index of Refraction: 1.715; (14)Molar Refractivity: 64.752 cm3; (15)Molar Volume: 164.874 cm3; (16)Polarizability: 25.67×10-24cm3; (17)Surface Tension: 87.47 dyne/cm; (18)Density: 2.148 g/cm3

Preparation: You can start with propiolic alcohol by oxidation and esterification, then it reacts with 2-amino-oxazoline nucleoside. By a series of acylation, bromination, catalytic hydrogenation and hydrolysis, you can get the product. 

You should be cautious while dealing with this chemical. It may cause cancer and heritable genetic damage. Therefore, you had better take the following instructions: Do not breathe dust; Avoid exposure - obtain special instruction before use; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Wear suitable protective clothing. 

You can still convert the following datas into molecular structure:
(1)SMILES: I\C1=C\N(C(=O)NC1=O)C2C[C@H](O)[C@@H](CO)O2
(2)InChI: InChI=1/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7?/m0/s1
(3)InChIKey: XQFRJNBWHJMXHO-GFCOJPQKBD

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   JNCI, Journal of the National Cancer Institute. Vol. 62, Pg. 911, 1979.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. -, Pg. 153, 1995.
rat LD50 intraperitoneal 4gm/kg (4000mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 54-42-2