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

(+)-5-Iodo-2'-deoxyuridine
(+)-5-Iodo-2'-deoxyuridine structure
CAS No.
54-42-2
Chemical Name:
(+)-5-Iodo-2'-deoxyuridine
Synonyms
IDU;IUDR;IDUR;5-IdU;5iudr;IdUrd;EMANIL;5-IUdR;Idexur;Idulea
CBNumber:
CB7482614
Molecular Formula:
C9H11IN2O5
Formula Weight:
354.1
MOL File:
54-42-2.mol

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

Melting point:
194 °C(lit.)
alpha 
280 º (c=1,1M NaOH)
Density 
1.7911 (estimate)
refractive index 
30 ° (C=1, 1mol/L NaOH)
storage temp. 
2-8°C
form 
Crystalline Powder
pka
8.25(at 25℃)
color 
White to slightly beige
Water Solubility 
1.6 g/L (20 ºC)
Sensitive 
Air & Light Sensitive
Merck 
14,4891
BRN 
30397
InChIKey
XQFRJNBWHJMXHO-FSDSQADBSA-N
CAS DataBase Reference
54-42-2(CAS DataBase Reference)
NIST Chemistry Reference
Uridine, 2'-deoxy-5-iodo-(54-42-2)
EPA Substance Registry System
Uridine, 2'-deoxy-5-iodo-(54-42-2)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  T,Xn
Risk Statements  45-46-61-40-68-62-36/37/38-63
Safety Statements  53-45-36-22-36/37-26
WGK Germany  3
RTECS  YU7700000
8-23
TSCA  Yes
HS Code  29389090
Hazardous Substances Data 54-42-2(Hazardous Substances Data)
Toxicity LD50 i.p. in mice: 2.5 g/kg (Prusoff, 1979)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H341 Suspected of causing genetic defects Germ cell mutagenicity Category 2 Warning P201,P202, P281, P308+P313, P405,P501
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H361 Suspected of damaging fertility or the unborn child Reproductive toxicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P281 Use personal protective equipment as required.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P405 Store locked up.
P501 Dispose of contents/container to..…

(+)-5-Iodo-2'-deoxyuridine price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I7125 5-Iodo-2′-deoxyuridine ≥99% (HPLC) 54-42-2 5g $268 2018-11-13 Buy
Sigma-Aldrich 1336001 Idoxuridine United States Pharmacopeia (USP) Reference Standard 54-42-2 250mg $352.8 2018-11-13 Buy
TCI Chemical I0258 5-Iodo-2'-deoxyuridine >99.0%(T) 54-42-2 1g $29 2018-11-22 Buy
TCI Chemical I0258 5-Iodo-2'-deoxyuridine >99.0%(T) 54-42-2 5g $90 2018-11-22 Buy
Alfa Aesar A11542 (+)-5-Iodo-2'-deoxyuridine, 98% 54-42-2 5g $189 2018-11-13 Buy

(+)-5-Iodo-2'-deoxyuridine Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Uses

5-Iodo-2'-deoxyuridine is antitumor nucleoside enantiomer thymidine kinase used as potential antiviral agents.

Uses

Antiviral;Nucleic acid synthesis inhibitors

Uses

A cytotoxic analog of thymidine, antiviral

Uses

Used as an antiviral

Definition

ChEBI: A pyrimidine 2'-deoxyribonucleoside compound having 5-iodouracil as the nucleobase; used as an antiviral agent.

Indications

Idoxuridine (Herplex) is a water-soluble iodinated derivative of deoxyuridine that inhibits several DNA viruses including HSV, VZV, vaccinia, and polyoma virus. The triphosphorylated metabolite of idoxuridine inhibits both viral and cellular DNA synthesis and is also incorporated into DNA. Such modified DNA is susceptible to strand breakage and causes aberrant viral protein synthesis. Because of its significant host cytotoxicity, idoxuridine cannot be used to treat systemic viral infections. The development of resistance to this drug is common.

brand name

Dendrid (Alcon); Herplex (Allergan); Stoxil (GlaxoSmithKline).

Pharmaceutical Applications

A halogenated pyrimidine analog originally synthesized as an anticancer agent. Formulated in dimethylsulfoxide for topical application and as a solution for ophthalmic use.
Activity is largely limited to DNA viruses, primarily HSV-1, HSV-2 and VZV. HSV-1 plaque formation in BHK 21 cells is sensitive to 6.25–25 mg/L; type 2 microplaques required 62.5–125 mg/L. RNA viruses are not affected, with the exception of oncogenic RNA viruses such as Rous sarcoma virus. Drug resistance is easily generated in vitro, and may be an obstacle to treatment. However, there is little or no crossresistance with newer nucleoside analogs.
It is poorly soluble in water, and aqueous solutions are ineffective against infections other than those localized to the eye. In animals, therapeutic levels are achieved in the cornea within 30 min of ophthalmic application and persist for 4 h. Penetration is otherwise poor, with only the biologically inactive dehalogenated metabolite uracil entering the eye.
The drug is too toxic for systemic administration. Contact dermatitis, punctate epithelial keratopathy, follicular conjunctivitis, ptosis, stenosis and occlusion of the puncta and keratinization of the lid margins occur in up to 14% of those receiving ophthalmic preparations.
It is used in herpes keratitis, but has largely been superseded by trifluridine or aciclovir.

Clinical Use

The only FDA-approved use of idoxuridine is in the treatment of herpes simplex infections of the eyelid, conjunctiva conjunctiva, and cornea. It is most effective against surface infections because it has little ability to penetrate the tissues of the eye. intravenous idoxuridine was designated an orphan drug for the treatment of soft tissue sarcoma.

Side effects

Idoxuridine may cause local irritation, mild edema, itching, and photophobia. Corneal clouding and small punctate defects in the corneal epithelium have been reported. Allergic reactions are rare.

Safety Profile

Moderately toxic by intraperitoneal route. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Iand NOx.

(+)-5-Iodo-2'-deoxyuridine Preparation Products And Raw materials

Raw materials

Preparation Products


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

Global( 252)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Haihang Industry Co.,Ltd
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+86 531 8582 1093 export@haihangchem.com CHINA 4660 58
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Xiamen AmoyChem Co., Ltd
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View Lastest Price from (+)-5-Iodo-2'-deoxyuridine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-16 (+)-5-Iodo-2'-deoxyuridine
54-42-2
US $7.00 / KG 1KG 99% 1000KG career henan chemical co

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


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