Name | (+)-5-Iodo-2'-deoxyuridine |
Synonyms | IDU 5iudr 5-IUdR DENDRID Idoxuridine 5-Iodo-deoxyuridine 2-Deoxy-5-iodouridine 5-Iodo-2'-deoxyuridine 5-Indo-2ˊ-deoxyuridine 2'-deoxy-5-iodo-uridin 5-iodo-2'-deoxy-d-uridine 5-iodouracildeoxyriboside (+)-5-Iodo-2'-deoxyuridine 5-Iodouracil deoxyriboside 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil 1-beta-d-2'-deoxyribofuranosyl-5-iodouracil 1-(2-deoxypentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione 1-(2-deoxy-beta-D-threo-pentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione 1-[(3xi)-2-deoxy-beta-D-glycero-pentofuranosyl]-5-iodopyrimidine-2,4(1H,3H)-dione |
CAS | 54-42-2 |
EINECS | 200-207-8 |
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 |
InChIKey | XQFRJNBWHJMXHO-FSDSQADBSA-N |
Molecular Formula | C9H11IN2O5 |
Molar Mass | 354.1 |
Density | 1.7911 (estimate) |
Melting Point | 194 °C (lit.) |
Specific Rotation(α) | 280 º (c=1,1M NaOH) |
Water Solubility | 1.6 g/L (20 ºC) |
Solubility | DMSO (Slightly, Sonicated), Methanol (Slightly, Heated, Sonicated), Water (Sligh |
Appearance | White crystal |
Color | White to slightly beige |
Merck | 14,4891 |
BRN | 30397 |
pKa | 8.25(at 25℃) |
Storage Condition | 2-8°C |
Sensitive | Air & Light Sensitive |
Refractive Index | 30 ° (C=1, 1mol/L Na |
MDL | MFCD00134656 |
Physical and Chemical Properties | This product is white crystalline powder. Slightly soluble in water, methanol, ethanol or acetone, almost insoluble in chloroform or ether; Soluble in sodium hydroxide solution, slightly soluble in dilute hydrochloric acid. mp 176-184 °c (decomposition). |
Use | A cytotoxic analog of thymidine, antiviral |
Risk Codes | R45 - May cause cancer R46 - May cause heritable genetic damage R61 - May cause harm to the unborn child R40 - Limited evidence of a carcinogenic effect R68 - Possible risk of irreversible effects R62 - Possible risk of impaired fertility R36/37/38 - Irritating to eyes, respiratory system and skin. R63 - Possible risk of harm to the unborn child |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. S22 - Do not breathe dust. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | YU7700000 |
FLUKA BRAND F CODES | 8-23 |
TSCA | Yes |
HS Code | 29389090 |
Toxicity | LD50 i.p. in mice: 2.5 g/kg (Prusoff, 1979) |
antiviral drugs.
light shielding, closed storage.
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
biological activity | Idoxuridine (NSC 39661, SKF 14287) is an antiviral drug that acts on a feline herpes virus type 1 with an IC50 of 4.3 μM. |
Target | Value |
Feline herpesvirus type-1(FHV-1) | 4.3 μM |
use | antiviral drugs. Used for herpetic keratitis and other herpetic eye diseases. Long-term application may appear corneal opacities or staining dots, not easy to disappear. Pregnant women are banned. Antiviral drugs are used for herpes simplex keratitis and herpes encephalitis. |
production methods | there are many production methods. Starting from propargyl alcohol, after oxidation, esterification, and cyclization with 2-aminooxazoline nucleoside, 2,2-oxopyrimidine nucleoside can be obtained, and then acylation, bromination, catalytic hydrogenation, and hydrolysis Get iodide. 5 '-deoxycytosine nucleotides can be prepared from fish essence, and iodide can also be prepared after further processing. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |