ChemicalBook--->CAS DataBase List--->25655-41-8

25655-41-8

25655-41-8 Structure

25655-41-8 Structure
IdentificationMore
[Name]

Povidone iodine
[CAS]

25655-41-8
[Synonyms]

1-vinyl-2-pyrrolidinone polymers iodine complex
betadine
isodine
POLYVINYLPYRROLIDONE IODINE
POLYVINYLPYRROLIDONE-IODINE COMPLEX
POLYVINYL PYRROLIDONE POLYMERS IODINE COMPLEX
POVIDONE IODINE
povidone iodine usp24
PVP-I
PVP-IODINE
SCRUBIDINE
SCRUBIDINE(R)
SURGICIDE
SURGICIDE(R)
ultradine
1-ethenyl-2-pyrrolidinonehomopolymercompoundwithiodine
1-vinyl-2-pyrrolidinonepolymer,compd.withiodine
1-vinyl-2-pyrrolidinonepolymerw/iodine
2-Pyrrolidinone,1-ethenyl-,homopolymer,compd.withiodine
betaisodona
[EINECS(EC#)]

215-034-3
[Molecular Formula]

C6H9I2NO
[MDL Number]

MFCD00084483
[MOL File]

25655-41-8.mol
[Molecular Weight]

364.95
Chemical PropertiesBack Directory
[Appearance]

yellowish to reddish-brown powder
[Melting point ]

300 °C
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

H2O: soluble100mg/mL
[form ]

Powder
[color ]

Yellow-brown
[Odor]

ylsh. brn. amorphous powd., sl. char. odor
[Water Solubility ]

Soluble in water, ethyl alcohol, isopropyl alcohol, polyethylene glycol and glycerol. Insoluble in chloroform, carbon tetrachloride, hexane, acetone and petroleum ether.
[Merck ]

13,7784
[InChI]

InChI=1S/C6H9NO.I2/c1-2-7-5-3-4-6(7)8;1-2/h2H,1,3-5H2;
[Contact allergens]

Povidone-iodine is iodophor, used as a topical antiseptic. A 10% povidone-iodine solution contains 1% available iodine, but free-iodine is at 0.1% concentration. Skin exposure causes irritant rather than allergic contact dermatitis. In such a situation, however, iodine seems to be the true hapten.
[InChIKey]

FAAHNQAYWKTLFD-UHFFFAOYSA-N
[SMILES]

II.C(N1CCCC1=O)=C
[CAS DataBase Reference]

25655-41-8(CAS DataBase Reference)
[EPA Substance Registry System]

25655-41-8(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

yellowish to reddish-brown powder
[Description]

Povidone-iodine is an iodophor. A 10% povidoneiodine solution contains 1% available iodine, but free iodine is at a concentration of 0.001%. Occupational exposure can cause irritant rather than allergie contact dermatitis in healtheare workers.
[Originator]

Betadine ,Purdue Frederick ,US ,1957
[History]

Povidone iodine (PI) is frequently used during surgical preparation, postoperative wound cleaning and dressing. It was described by Shelaski about seventy years ago (Shelanski and Shelanski, 1956). PI consists of the complex structure of povidone, a polymer that is structurally similar to plasma proteins, and the iodine element, which has antimicrobial properties. The function of polyvinylpyrrolidone (PVP) used as a polymer includes increasing iodine solubility and penetration, decreasing iodine ion concentration and keeping iodine bound. However, PVP does not have antimicrobial properties. Shelanski defined this complex structure as 'iodophor' (Shelanski and Shelanski, 1956).
[Application]

Povidone iodine is a broad spectrum antiseptic for topical application. It is used in first aid for minor cuts, grazes, burns, abrasions and blisters. Povidone iodine has broad applications in medicine as a surgical scrub; for pre- and post-operative skin cleansing.
[Preparation]

Povidone Iodine Solution is an antiseptic and disinfectant agent. The preparation method of povidone iodine: be that 1.17% potassium iodide is dissolved in part water in 10% water by mass percent, 2.34% iodine is added to wherein stirring and dissolving, be mixed with iodine solution standby; 0.01% stability auxiliary agent is dissolved in part water 10% water standby; In complex reaction still, add remaining water, open and stir, dropping into 10.0% polyvinylpyrrolidone k30 dissolves, then substep adds above-mentioned two kinds of solution that prepare, finally add 7.5% solvent normal propyl alcohol, after feeding intake, allow reactant mixture at 20 ℃, react 2 hours, react complete mixture is lowered the temperature and obtained betagen solution.
[Manufacturing Process]

12 g of dry polyvinylpyrrolidone having a K value of 90 (water content about 2 to 3%) was added to 6 g of solid iodine crystals in a glass bottle containing a few pebbles and beads. This was rolled for 3 days on a roller mill with occasional manual stirring to loosen the material caked on the sides of the bottle. Analysis showed that the thus-obtained product contained 35.4% total iodine and 31.91% available iodine. The material was heat-treated at 95°C for 64 hours in a closed glass bottle with occasional stirring. On completion of this treatment, analysis showed that the material contained 35.3% total iodine, 25.7% available iodine, according to US Patent 2,706,701.
[Brand name]

Betadine (Alcon); E-Z Prep (Becton Dickinson Microbiology).
[Therapeutic Function]

Topical antiinfective
[Biological Activity]

Povidone iodine is a microcide with broad-spectrum activity against bacteria, fungi, viruses, and protozoans. It reduces total anaerobic and aerobic bacterial counts in vitro in dog feces when applied topically as a 10% solution. Povidone iodine decreases bacterial counts and the occurrence of anastomotic leaks in a dog model of emergent resection and anastomosis of the sigmoid colon when applied in situ at a concentration of 10% v/v. Topical administration of povidone iodine (10% v/v) also reduces bacterial counts on the skin of cynomolgus monkeys. Formulations containing povidone iodine have been used to disinfect skin before and after surgery.
[Veterinary Drugs and Treatments]

An iodophore antiseptic, povidone iodine is rapidly bactericidal (against gram-positive and – negative bacteria) at low concentration. Also fungicidal and sporicidal (as a 1% aqueous solution). It is commonly used as a topical pre-surgical skin cleaner/antiseptic, but is infrequently used in small animal dermatology due to its drying, irritating and staining effects.
Povidone acts by slowly releasing iodine to tissues. Indicated for superficial pyoderma and Malassezia dermatitis.
[Veterinary Drugs and Treatments]

Dilute solutions of povidone iodine (1% – 5%) have been utilized for chemical debridement of loose epithelium in canine indolent ulcers. 5% povidone iodine has also been used as an antifungal for fungal keratitis, but must be lavaged from the eye within 5 minutes to prevent damage to corneal epithelium. Generally, povidone iodine is only used once daily and then rinsed off when used in the eye as an anti-fungal. There has also been a renewed interest in utilizing povidone iodine in treating feline herpes keratitis. Solutions of commercially available 10% povidone iodine are diluted in physiologic saline to concentrations of 0.5 – 1% and applied 1 drop twice to four times daily for treatment of chronic feline herpes keratitis and may also be used prophylactically for feline herpes-virus (FHV) cats with a history of recurring ulcer.
[storage]

Store at -20°C
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S22:Do not breathe dust .
[WGK Germany ]

2
[RTECS ]

TR1579600
[TSCA ]

Yes
[HS Code ]

29339900
[Hazardous Substances Data]

25655-41-8(Hazardous Substances Data)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Betadine(25655-41-8).msds
Questions And AnswerBack Directory
[Topical disinfectants]

Povidone iodine is an unstable complex formed from the complexation of iodine with a surfactant, belonging to a type of topical iodine disinfectant. At room temperature, it is yellow-brown to red-brown amorphous powder which is soluble in water or ethanol but insoluble in ether or chloroform. Thevinyl-2-pyrrolidone homopolymer inside it is a kind of surfactants which can facilitate the wetting and penetration of solution on the object, thereby enhancing the sterilization effect of iodine. Of which 80 to 90% of the binding iodine can be depolymerization into free iodine with a large the concentration and a strong bactericidal capability. It is tasteless, non-irritating, non-allergenic, and of low toxicity. It is a kind of broad-spectrum fungicide which can kill viruses, bacteria, spores, fungi, and protozoa. At a concentration of 15ppm, within 1 minute, it can kill various kinds of bacteria (Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa) propagules; it takes a relative long time for it to kill Mycobacterium tuberculosis; killing fungi (B. subtilis) takes 1.5 hours; killing black variant of Bacillus cereus and Bacillus requires higher concentrations and longer time; at a concentration of 150ppm, within 10 minutes, it can destroy the hepatitis B surface antigen (HBsAg). In addition to be applied for the skin disinfection, this product can also be used for disinfecting of metallic medical equipment, utensils and the like. It is usually read or amber in the concentration for disinfection which can not only be directly applied to the skin or meninges of the surgical incision site of a patient, but also used for the in vitro flushing purposes in obstetrics and urology. When its concentration is reduced to below 10ppm, it turns white or pale yellow and loses bactericidal activity.
[Physical and Chemical Properties]

Povidone iodine is a loose complex formed through the association of elemental iodine with polymer carrier with povidone playing a role of carrier and facilitating solubilization. At room temperature, it is yellow-brown to red-brown amorphous powder. It is slightly odor, easily soluble in water or alcohol with its aqueous solution being acidic; it is also insoluble in ether, chloroform, acetone, ethane and carbon tetrachloride.
The aqueous solution of povidone iodine has no disadvantages of iodine tincture with a light color and being easy to subject to washing. It has a small irritating effect on mucous membrane, and no alcohol deiodination, and free of corrosion effect and has a low toxicity.
The molecular structure of povidone-iodine
Figure 1: The molecular structure of povidone-iodine.
[Pharmacodynamics]

Povidone iodine is a kind of iodine disinfectant which directly cause in vivo protein denaturation, precipitation of bacteria, and further resulting in the death of pathogenic microorganisms. Therefore, it is effective in disinfection and sterilization. It can kill viruses, bacteria, spores, fungi, and protozoa with low toxicity to human. Povidone-iodine aqueous solution has strong pharmacological activity against Staphylococcus aureus, Neisseria gonorrhoeae, Pseudomonas aeruginosa, syphilis, hepatitis B virus, HIV, and Trichomonas vaginalis.
Povidone iodine gel is a gynecological topical semi-mobile colloidal agent made by povidone iodine and hydrophilic matrix. It is a system for maintaining its sustained release. Owing to the continuous release of free iodine, it can enable the skin and mucous membranes to maintain a certain effective concentration of iodine for killing bacteria. It is mainly used for gynecological vaginal infection. It exerted its effect through being miscible with vaginal secretions and further killing the inside pathogenic microorganisms, and thus blocking the spread of sexually transmitted diseases and invasion, as well as treating other infected vaginal diseases caused by other kinds of bacteria.
The above information is edited by the chemicalbook of Dai Xiongfeng.
[Indications]

The major indications of Povidone iodine are as follows:
1. it can be used for treating suppurative dermatitis, fungal skin infection, and small area of ​​mild burns; can also be used for disinfection of small area of ​​skin and mucous membrane wound.
2.It can be used for the prevention and tropic disinfection of various kinds of diseases such as bacterial and mould vaginitis, cervical erosion, trichomonas vaginitis, genital itching, smelly genital infection, yellow and smelly leucorrhea, comprehensive genital inflammation, elderly vaginitis, herpes, gonorrhea, syphilis and genital warts.
3. It can be used for treating glans inflammation, posthitis, and the disinfection of genitalia and the surrounding area. Also used for the prevention and tropical treatment and disinfection of gonorrhea, syphilis, and genital warts.
4.it can be applied to the disinfection of cutlery and tableware.
5. it can be used or the disinfection surgical area of skin.
[Side effects]

Povidone iodine can cause allergic reactions and irritation on the skin and mucous membrane, but is relatively mild compared with the stimulus of iodine. Adverse reactions are rare. But external use for pregnant and lactating women and infants can lead to obvious absorption of iodine which can cause common reactions such as local irritation and burning feeling. Large-scale and long-term application can occasionally cause neutropenia syndrome with severe burning cases can cause metabolic acidosis, liver damage, and contact dermatitis, hypothyroidism and iodine poisoning.
[Precautions]

1. Patients being allergic to this good or iodine should be disabled.
2. For patients of non-toxic gum-like thyroid tumor or with burning area higher than 20%, big open wounds, patients treated with lithium and patients with thyroid disease are not recommended for local application or long-term application. Patients of liver dysfunction or burning injury are not recommended to apply. Pregnant women and children (especially newborns) should apply with caution.
3. During the application of povidone iodine, the following physiological parameters should be monitored: protein binding efficiency, renal function, and the electrolyte content. For newborns infant, T4 and TSH need to be measured every 7 to 10 days.
[Uses]

povidone iodine has bactericidal effect like iodine. It can be used as disinfectant and bacteriostatic agent in the medicine for anti-septic purposes for eye drops, nasal drops, and cream agents. It can also be made into disinfectant. povidone iodine is mainly used for the skin disinfection and equipment disinfection in hospital surgery and injections as well as prevention of infection in the field of stomatology, gynecology, surgery, and dermatology; it can also be used for disinfection of household utensils and appliances; for food industry and aquaculture industry, it is used for disinfection and animal disease control. It is the preferred international and domestic choice of medical iodine-contained fungicides and disinfectants for epidemic prevention. povidone iodine is a kind of iodine carrier, the so-called “tamed iodine”. Because this product can gradually release iodine to exert an antibacterial effect; its mechanism of action is through causing the protein denaturation and further death of bacteria. It is effective in treating bacteria, fungi, as well as viruses with a relative small tissue irritation effect.
Spectrum DetailBack Directory
[Spectrum Detail]

Povidone iodine(25655-41-8)IR1
Povidone iodine(25655-41-8)IR2
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