Sulisobenzone (Benzophenone-4)
(Synonyms: 舒利苯酮; Benzophenone-4) 目录号 : GC30363
A UV filter
Cas No.:4065-45-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Sulisobenzone is a UV filter.1 Topical application of sulisobenzone reduces UV-induced skin erythema and carcinogenesis in albino mice. Formulations containing sulisobenzone have been used as sunscreens to protect the skin from UVA and UVB rays.
1.Knox, J.M., Griffin, A.C., and Hakim, R.E.Protection from ultraviolet carcinogenesisJ. Invest. Dermatol.3451-58(1960)
| Cas No. | 4065-45-6 | SDF | |
| 别名 | 舒利苯酮; Benzophenone-4 | ||
| Canonical SMILES | O=S(C1=CC(C(C2=CC=CC=C2)=O)=C(O)C=C1OC)(O)=O | ||
| 分子式 | C14H12O6S | 分子量 | 308.31 |
| 溶解度 | DMSO : ≥ 34 mg/mL (110.28 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.2435 mL | 16.2174 mL | 32.4349 mL |
| 5 mM | 0.6487 mL | 3.2435 mL | 6.487 mL |
| 10 mM | 0.3243 mL | 1.6217 mL | 3.2435 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Chlorination and chloramination of benzophenone-3 and benzophenone-4 UV filters
The objective of this research was to explore the fundamental reactions between chlorine/chloramine and 2-hydroxyl-4-methoxyl benzophenone (BP3)/2-hydroxyl-4-methoxyl benzophenone-sulfonic acid (BP4), which were the most common reactions in benzophenone-type UV filters during drinking water treatment processes. Both BP3 and BP4 could react with free chlorine and chloramine, with reactions following pseudo-first-order kinetics in excess of chlorine (HClO) and chloramine (NH2Cl). Generally, chlorination was more rapid than chloramination. BP4 was less reactive than BP3 toward both chlorine and chloramine, due to the presence of an electron-accepting sulfonate group. Therefore, BP3 had a significantly higher disinfection by-products (DBP) formation potential than BP4. Chlorination of BP3 and BP4 generated remarkably higher levels of DBPs than chloramination, with high pH conditions facilitating the formation of chloroform but inhibiting the formation of haloacetic acid (HAAs). Comparison of the reaction behavior of two different BP-type UV filters, i.e., BP3 and BP4, revealed that certain functional groups significantly affected the reactivity of BP-type UV filters in chlorination and chloramination processes. This contribution may provide new insights into the reaction behavior of UV filters during drinking water disinfection process using chlorine and/or chloramine as disinfectant, and provide guidelines for drinking water safety management.
Degradation of benzophenone-4 in a UV/chlorine disinfection process: Mechanism and toxicity evaluation
This study investigated the degradation of benzophenone-4 (BP-4) in a UV/chlorine disinfection process, with chlorination and UV disinfection as comparisons. With a degradation efficiency of 80% after 10 s, the UV/chlorine process significantly enhanced the degradation of BP-4. However, a rebound of 36% of the initial concentration was observed in the UV/chlorine process ([free active chlorine (FAC)]0:[BP-4]0 = 1:1, pH = 7). The same tendency appeared under the addition of alkalinity, Cl-, and humic acid (HA). This work interpreted this interesting kinetic tendency from the perspective of mechanism. In fact, the transformation between the chlorinated product P1 and BP-4 was reversible under certain conditions. The inhomogeneous charge distribution of the CCl bond in P1 led to the photolytic dechlorination of P1. This transformation caused an increase in BP-4 concentration. In addition, the increase in the UV light power promoted the photodecomposition of P1 under the experimental condition. In addition, this study evaluated the change in absorbable organic halogens (AOX) and three kinds of toxicity changes in the BP-4 solution after chlorination and the UV/chlorine process, including the acute toxicity of luminescent bacteria, endocrine disrupting effect and cytotoxicity. The UV/chlorine process exhibited lower ecotoxicity than chlorination in water treatment.
Benzophenone-4 Promotes the Growth of a Pseudomonas sp. and Biogenic Oxidation of Mn(II)
Interactions between microbes and micropollutants (MPs) play a crucial role in water purification or treatment. Current studies have generally focused on the direct degradation or cometabolism of MPs. Considering the increasing interest in and importance of the roles of MPs in microbial metabolism, we adopted an Mn(II)-oxidizing Pseudomonas sp. QJX-1 using tyrosine (Tyr) as the sole carbon and nitrogen source to investigate the effects of seven MPs on its growth and function. Six MPs exhibited an inhibition effect on bacterial growth and Mn(II) oxidation. Only benzophenone-4 (BP-4) promoted the growth of QJX-1 and biogenic oxidation Mn(II), but its concentration was not directly coupled to growth, which was unexpected. RNA-seq data suggested that the addition of BP-4 did not significantly change the basic metabolic function of QJX-1, but stimulated the upregulation of the pyruvate and gluconeogenesis metabolic pathways of Tyr for QJX-1 growth. Furthermore, protein identification and extracellular superoxide detection indicated that Mn(II) oxidation was largely driven by the formation of superoxide in response to Tyr starvation; the acceleration of superoxide production, due to BP-4 accelerating Tyr consumption, was responsible for the promotion effect of BP-4 on QJX-1 Mn(II) oxidation. Our findings highlight the dual effects that MPs can have on the growth and function of a single strain in aquatic ecosystem, i.e., the coexistence of inhibition and promotion.
Benzophenone 4: an emerging allergen in cosmetics and toiletries?
Chemical ultraviolet (UV) filters have, over the last few decades, been increasingly used not only in conventional sunscreen products but also in many cosmetics and toiletries. Allergic contact dermatitis as well as photoallergic contact dermatitis reactions have been well documented as a consequence of such use. Over a 3-year period, we recorded the number of positive patch test reactions to a selection of chemical UV filters that we added to our usual cosmetics/facial series. Our objective was to investigate whether any of these filters produced significant numbers of positive patch test results in the absence of photostimulation. Our results show that not only did benzophenone 4 (2-hydroxy-4-methoxybenzophenone-5-sulphonic acid: sulisobenzone) produce significantly more positive patch test results than the other UV filters that were tested, but also it was the third most frequently positive result overall. Our findings would support the inclusion of benzophenone 4 when patch testing to investigate likely contact dermatitis from cosmetics and toiletries.
The chlorination transformation characteristics of benzophenone-4 in the presence of iodide ions
Benzophenone-type UV filters are a group of compounds widely used to protect human skin from damage of UV irradiation. Benzophenone-4 (BP-4) was targeted to explore its transformation behaviors during chlorination disinfection treatment in the presence of iodide ions. With the help of ultra performance liquid phase chromatograph and high-resolution quadrupole time-of-flight mass spectrometer, totally fifteen halogenated products were identified, and five out of them were iodinated products. The transformation mechanisms of BP-4 involved electrophilic substitution generating mono- or di-halogenated products, which would be oxidized into esters and further hydrolyzed into phenolic derivatives. The desulfonation and decarboxylation were observed in chlorination system either. Obeying the transformation pathways, five iodinated products formed. The pH conditions of chlorination system determined the reaction types of transformation and corresponding species of products. The more important was that, the acute toxicity had significant increase after chlorination treatment on BP-4, especially in the presence of iodide ions. When the chlorination treatment was performed on ambient water spiked with BP-4 and iodide ions, iodinated by-products could be detected.