5-Iodo-deoxyuridine
(+)-5-Iodo-2'-deoxyuridine
CAS: 54-42-2
Molecular Formula: C9H11IN2O5
5-Iodo-deoxyuridine - Names and Identifiers
| 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 |
5-Iodo-deoxyuridine - Physico-chemical Properties
| 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 |
5-Iodo-deoxyuridine - Risk and Safety
| 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) |
5-Iodo-deoxyuridine - Nature
Open Data Verified Data
- This product is a 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. Melting point 17 6~184 C (decomposition).
- This product can compete with Virus thymidine for phosphorylase and polymerase, so that Virus of the ability to synthesize deoxyribonucleic acid is inhibited, stop breeding or lose activity. In ophthalmology, it is mainly used to treat superficial herpes simplex keratitis, herpes zoster ophthalmicus and vaccine virus infectious diseases.
Last Update：2024-01-02 23:10:35
5-Iodo-deoxyuridine - Use
Open Data Verified Data
antiviral drugs.
Last Update：2022-01-01 11:12:39
5-Iodo-deoxyuridine - Safety
Open Data Verified Data
light shielding, closed storage.
Last Update：2022-01-01 11:12:39
5-Iodo-deoxyuridine - Reference Information
| 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) |
Last Update：2024-04-09 19:05:12
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