DMDM hydantoin
DMDM hydantoin (Dimethyloldimethyl hydantoin) is a hydantoin-derived formaldehyde-releasing preservative and allergen. DMDM hydantoin releases formaldehyde via hydrolysis in water, including under physiological pH conditions, and the release amount is affected by pH, concentration, composition, temperature and storage duration. DMDM hydantoin exerts bactericidal effects by mediating the cross-linking of proteins, RNA and DNA through the released formaldehyde, thereby inhibiting metabolism and cell division. DMDM hydantoin can induce allergic contact dermatitis directly, via the released formaldehyde, or through both pathways simultaneously. DMDM hydantoin is skin-irritating, and the released formaldehyde brings toxicological risks including carcinogenicity, mutagenicity and reproductive toxicity after entering the body. DMDM hydantoin can be used in studies related to allergic contact dermatitis.
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- CAS No.: 6440-58-0
- 화학식: C7H12N2O4
- 분자량:188.18
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보관:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
Biological Activity
DMDM hydantoin (0.1-0.8%; 23°C) in non-protein shampoo releases 108-505 p.p.m. free formaldehyde at 23°C, with the percentage of theoretical releasable formaldehyde decreasing as DMDM hydantoin concentration increases[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 6440-58-0
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Appearance Solid
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분자량 188.18
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화학식 C7H12N2O4
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Color White to off-white
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SMILES
O=C1N(C(=O)C(N1CO)(C)C)CO
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Synonyms
Dimethyloldimethyl hydantoin
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선적
Room temperature in continental US; may vary elsewhere.
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보관
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
용액&용해도
DMSO : 100 mg/mL (531.41 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
순도&문서
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Data Sheet (284 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Handling Instructions (2659 KB)
References
[1]. Nguyen HL, et al. Contact Dermatitis to Medications and Skin Products. Clinical reviews in allergy & immunology. 2019 Feb;56(1):41-59. [Content Brief]
[2]. de Groot A, et al. Formaldehyde-releasers in cosmetics: relationship to formaldehyde contact allergy. Part 2. Patch test relationship to formaldehyde contact allergy, experimental provocation tests, amount of formaldehyde released, and assessment of risk to consumers allergic to formaldehyde. Contact Dermatitis. 2010 Jan;62(1):18-31. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 5.3141 mL | 26.5703 mL | 53.1406 mL | 132.8515 mL |
| 5 mM | 1.0628 mL | 5.3141 mL | 10.6281 mL | 26.5703 mL | |
| 10 mM | 0.5314 mL | 2.6570 mL | 5.3141 mL | 13.2852 mL | |
| 15 mM | 0.3543 mL | 1.7714 mL | 3.5427 mL | 8.8568 mL | |
| 20 mM | 0.2657 mL | 1.3285 mL | 2.6570 mL | 6.6426 mL | |
| 25 mM | 0.2126 mL | 1.0628 mL | 2.1256 mL | 5.3141 mL | |
| 30 mM | 0.1771 mL | 0.8857 mL | 1.7714 mL | 4.4284 mL | |
| 40 mM | 0.1329 mL | 0.6643 mL | 1.3285 mL | 3.3213 mL | |
| 50 mM | 0.1063 mL | 0.5314 mL | 1.0628 mL | 2.6570 mL | |
| 60 mM | 0.0886 mL | 0.4428 mL | 0.8857 mL | 2.2142 mL | |
| 80 mM | 0.0664 mL | 0.3321 mL | 0.6643 mL | 1.6606 mL | |
| 100 mM | 0.0531 mL | 0.2657 mL | 0.5314 mL | 1.3285 mL |