Avobenzone (BF2AVB)

别名: HSDB 7423; HSDB-7423; HSDB7423; Avobenzone; Avobenzonum; Parsol1789; Parsol-1789; Parsol 1789 阿伏苯宗; 丁基甲氧基二苯甲酰甲烷;4-叔丁基-4'-甲氧基二苯酰; 1-(4-叔丁基苯基)-3-(4-甲氧基苯基)-1,3-丙二酮;1-(4-tert-Butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione 1-(4-叔丁基苯基)-3-(4-甲氧基苯基)-1,3-丙二酮;1-4-(1,1-二甲基乙基)苯基-3-4-(4-甲氧基苯基)-1,3-丙二酮;4-叔丁基-4'-甲氧基二苯酰甲烷;阿伏苯宗 USP标准品;阿伏苯宗 标准品;丁基甲氧基二苯甲酰基甲烷;丁基甲氧基二苯酰化甲烷;丁基甲氧基甲烷;防晒剂 Parsol 1789(丁基甲氧基二苯酰甲烷) 标准品
目录号: V2047 纯度: ≥98%
AZD9496 是一种新型、有效、口服生物可利用的选择性雌激素受体 (ERα) 下调剂和拮抗剂,IC50 为 0.28 nM,Ki 为 0.7 nM。 AZD9496 显示出与 ERα 和 ERβ 同工型的 pmol/L 等价结合。
Avobenzone (BF2AVB) CAS号: 70356-09-1
产品类别: ERR
产品仅用于科学研究,不针对患者销售
规格 价格 库存 数量
100mg
250mg
500mg
1g
2g
5g
10g
Other Sizes

Other Forms of Avobenzone (BF2AVB):

  • Avobenzone-13C,d3
点击了解更多
InvivoChem产品被CNS等顶刊论文引用
纯度/质量控制文件

纯度: ≥98%

产品描述
阿伏苯宗(也称为丁基甲氧基二苯甲酰甲烷,BF2AVB)是一种油溶性二苯甲酰甲烷衍生物,常用于防晒产品中以吸收 UVA 射线。当与氧化锌和二氧化钛等矿物紫外线吸收剂结合使用时,它可以在光下更快地降解;然而,通过适当涂覆矿物颗粒可以减轻这种反应。为了提高阿伏苯宗的稳定性,掺杂锰的二氧化钛可能比未掺杂的二氧化钛更好。当它与矿物质发生反应时,会产生色彩缤纷的复合物。阿伏苯宗制造商(例如帝斯曼)建议使用螯合剂来阻止这种情况的发生。此外,他们建议不要添加重金属、PABA 和 PABA 酯、甲醛供体、铁盐和三价铁盐以及重金属。
生物活性&实验参考方法
体外研究 (In Vitro)
阿伏苯宗 (EC50=14.1 μM) 显着促进 hBM-MSC 的脂肪生成,而致肥胖化学物质作为阳性对照。在 hBM-MSC 的脂肪形成过程中,阿伏苯宗 (10 μM) 显着上调 PPARγ mRNA 水平[2]。阿伏苯宗(1-50 μM;48 小时)抑制人类滋养层细胞的增殖能力[3]。阿伏苯宗(1-50 μM;48 小时)使 HTR8/SVneo 细胞凋亡[3]。阿伏苯宗仅表现出弱的 AR 拮抗作用和 ERa 激动作用[4]。
药代性质 (ADME/PK)
Absorption, Distribution and Excretion
Solvents used in sunscreen products affect the stability and binding of the drug to the skin; in general, alcoholic solvents allow for the most rapid and deepest epidermal penetration of sunscreens. It appears that sunscreen agents are absorbed by the intact epidermis to varying degrees. /Sunscreens/
毒性/毒理 (Toxicokinetics/TK)
Interactions
Diminish the penetration of ultraviolet (UV) light through the epidermis by absorbing UV radiation within a specific wavelength range. The amount and wavelength of UV radiation absorbed are affected by the molecular structure of the sunscreen agent. /Sunscreen agents, topical/
参考文献

[1]. A new insight into the photochemistry of avobenzone in gas phase and acetonitrile from ab initio calculations. Phys Chem Chem Phys. 2016;18(32):22168-22178.

[2]. A long-wave UVA filter avobenzone induces obesogenic phenotypes in normal human epidermal keratinocytes and mesenchymal stem cells. Arch Toxicol. 2019;93(7):1903-1915.

[3]. Avobenzone suppresses proliferative activity of human trophoblast cells and induces apoptosis mediated by mitochondrial disruption. Reprod Toxicol. 2018;81:50-57.

[4]. Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. Toxicol Sci. 2005;83(2):264-272.

其他信息
Avobenzone is a member of dihydrochalcones.
Avobenzone is dibenzoyl methane derivative. It is oil soluble ingredient. Avobenzone has the ability to absorb ultraviolet light over wider range of wavelengths. It is included in many commercially available sunscreens which are used as wide spectrum sunscreens. Avobenzone is very sensitive to light, to increase its stability and duration of action, photostablizers are added in the sunscreen product. Avobenzone has an absorption maximum of 357 nm. Sunscreens containing avobenzone is indicated for providing protection from the sun. In addition to limiting the skin's exposure to the sun, using sunscreen agents may help reduce long-term sun damage such as premature aging of the skin and skin cancer.
Avobenzone is a sunscreen blocker. Avobenzone is a topical, broad range UV protector and blocks UVA I, UVA II, and UVB wavelengths, thereby limiting the impact of UV rays on skin. (NCI05)
See also: Avobenzone; ecamsule; octocrylene (component of); Avobenzone; Octinoxate; Oxybenzone (component of); Avobenzone; Octinoxate (component of) ... View More ...
Drug Indication
Sun protection factor, added in the sunscreen products for its wide spectrum ultraviolet absorption properties.
Mechanism of Action
It blocks UVA I, UVA II, and UVB wavelengths, thereby limiting the impact of UV rays on skin. Diminish the penetration of ultraviolet (UV) light through the epidermis by absorbing UV radiation within a specific wavelength range. The amount and wavelength of UV radiation absorbed are affected by the molecular structure of the sunscreen agent.
Diminish the penetration of ultraviolet (UV) light through the epidermis by absorbing UV radiation within a specific wavelength range. The amount and wavelength of UV radiation absorbed are affected by the molecular structure of the sunscreen agent. /Sunscreen agents, topical/
Therapeutic Uses
Daily use of a sunscreen with a high SPF (greater than 15) on usually exposed skin is recommended for residents of areas of high ... /solar radiation/ who work outdoors or ... /enjoy/ regular outdoor recreation. Daily use of a sunscreen can reduce the cumulative ... /solar/ exposure that causes actinic keratoses and squamous-cell carcinoma.
Sunscreen agents are indicated for the prevention of sunburn. In addition to limiting the skin's exposure to the sun, using sunscreen agents regularly when in the sun may help reduce long-term sun damage such as premature aging of the skin and skin cancer. /Sunscreen agents, topical; Included in US product labeling/
Sunscreen preparations should be applied uniformly and generously to all exposed skin surfaces, including lips, before exposure to UVB radiation. Two applications of the sunscreen may be needed for maximum protection. PABA-containing sunscreens are most effective when applied 1-2 hours before exposure to sunlight. Sunscreen products that are not water resistant should be reapplied after swimming, towel-drying, or profuse sweating and, because most sunscreens are easily removed from the skin, reapplication every 1-2 hours or according to the manufacturer's directions usually is required to provide adequate protection from UVB light. /Sunscreens/
Drug Warnings
The manufacturers of sunscreen preparations with propellants warn that concentrating and subsequently inhaling the fumes from these preparations may be harmful or fatal. /Propellants/
Because the absorptive characteristics of skin of children younger than 6 months of age may differ from those of adults and because the immaturity of metabolic and excretory pathways of these children may limit their ability to eliminate any percutaneously absorbed sunscreen agent, sunscreen products should be used in children younger than 6 months of age only as directed by a clinician. It is possible that the characteristics of geriatric skin also differ from those of skin in younger adults, but these characteristics and the need for special considerations regarding use of sunscreen preparations in this age group are poorly understood. /Sunscreens/
Little information is available regarding the safety of chronic sunscreen usage, but commercially available physical and chemical sunscreens appear to have a low incidence of adverse effects. Derivatives of PABA, benzophenone, cinnamic acid, and salicylate and 2-phenylbenzimidazole-5-sulfonic acid have caused skin irritation including burning, stinging, pruritus, and erythema on rare occasions. /Sunscreens/
Sunscreens should not be used as a means of extending the duration of solar exposure, such as prolonging sunbathing, and should not be used as a substitute for clothing on usually unexposed sites, such as the trunk and buttocks. /Sunscreens/
For more Drug Warnings (Complete) data for AVOBENZONE (11 total), please visit the HSDB record page.
*注: 文献方法仅供参考, InvivoChem并未独立验证这些方法的准确性
化学信息 & 存储运输条件
分子式
C20H22O3
分子量
310.39
精确质量
310.156
元素分析
C, 77.39; H, 7.14; O, 15.46
CAS号
70356-09-1
相关CAS号
Avobenzone-13C,d3
PubChem CID
51040
外观&性状
White to light yellow crystalline powder
密度
1.1±0.1 g/cm3
沸点
463.6±35.0 °C at 760 mmHg
熔点
81-84 °C
闪点
203.1±26.0 °C
蒸汽压
0.0±1.1 mmHg at 25°C
折射率
1.545
LogP
4.81
tPSA
43.37
氢键供体(HBD)数目
0
氢键受体(HBA)数目
3
可旋转键数目(RBC)
6
重原子数目
23
分子复杂度/Complexity
405
定义原子立体中心数目
0
SMILES
O=C(C1=CC=C(C(C)(C)C)C=C1)CC(C2=CC=C(OC)C=C2)=O
InChi Key
XNEFYCZVKIDDMS-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
化学名
1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
别名
HSDB 7423; HSDB-7423; HSDB7423; Avobenzone; Avobenzonum; Parsol1789; Parsol-1789; Parsol 1789
HS Tariff Code
2934.99.9001
存储方式

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

注意: (1). 本产品在运输和储存过程中需避光。  (2). 请将本产品存放在密封且受保护的环境中(例如氮气保护),避免吸湿/受潮。
运输条件
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
溶解度数据
溶解度 (体外实验)
DMSO: ~62 mg/mL (~199.7 mM)
Water: <1 mg/mL
Ethanol: ~9 mg/mL (~29 mM)
溶解度 (体内实验)
配方 1 中的溶解度: 2.5 mg/mL (8.05 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (这些助溶剂从左到右依次添加,逐一添加), 悬浮液;超声助溶。
例如,若需制备1 mL的工作液,可将100 μL 25.0 mg/mL澄清DMSO储备液加入900 μL 20% SBE-β-CD生理盐水溶液中,混匀。
*20% SBE-β-CD 生理盐水溶液的制备(4°C,1 周):将 2 g SBE-β-CD 溶解于 10 mL 生理盐水中,得到澄清溶液。

配方 2 中的溶解度: ≥ 2.5 mg/mL (8.05 mM) (饱和度未知) in 10% DMSO + 90% Corn Oil (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液。
例如,若需制备1 mL的工作液,可将 100 μL 25.0 mg/mL 澄清 DMSO 储备液添加到 900 μL 玉米油中并混合均匀。

请根据您的实验动物和给药方式选择适当的溶解配方/方案:
1、请先配制澄清的储备液(如:用DMSO配置50 或 100 mg/mL母液(储备液));
2、取适量母液,按从左到右的顺序依次添加助溶剂,澄清后再加入下一助溶剂。以 下列配方为例说明 (注意此配方只用于说明,并不一定代表此产品 的实际溶解配方):
10% DMSO → 40% PEG300 → 5% Tween-80 → 45% ddH2O (或 saline);
假设最终工作液的体积为 1 mL, 浓度为5 mg/mL: 取 100 μL 50 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀/澄清;向上述体系中加入50 μL Tween-80,混合均匀/澄清;然后继续加入450 μL ddH2O (或 saline)定容至 1 mL;

3、溶剂前显示的百分比是指该溶剂在最终溶液/工作液中的体积所占比例;
4、 如产品在配制过程中出现沉淀/析出,可通过加热(≤50℃)或超声的方式助溶;
5、为保证最佳实验结果,工作液请现配现用!
6、如不确定怎么将母液配置成体内动物实验的工作液,请查看说明书或联系我们;
7、 以上所有助溶剂都可在 Invivochem.cn网站购买。
制备储备液 1 mg 5 mg 10 mg
1 mM 3.2218 mL 16.1088 mL 32.2175 mL
5 mM 0.6444 mL 3.2218 mL 6.4435 mL
10 mM 0.3222 mL 1.6109 mL 3.2218 mL

1、根据实验需要选择合适的溶剂配制储备液 (母液):对于大多数产品,InvivoChem推荐用DMSO配置母液 (比如:5、10、20mM或者10、20、50 mg/mL浓度),个别水溶性高的产品可直接溶于水。产品在DMSO 、水或其他溶剂中的具体溶解度详见上”溶解度 (体外)”部分;

2、如果您找不到您想要的溶解度信息,或者很难将产品溶解在溶液中,请联系我们;

3、建议使用下列计算器进行相关计算(摩尔浓度计算器、稀释计算器、分子量计算器、重组计算器等);

4、母液配好之后,将其分装到常规用量,并储存在-20°C或-80°C,尽量减少反复冻融循环。

计算器

摩尔浓度计算器可计算特定溶液所需的质量、体积/浓度,具体如下:

  • 计算制备已知体积和浓度的溶液所需的化合物的质量
  • 计算将已知质量的化合物溶解到所需浓度所需的溶液体积
  • 计算特定体积中已知质量的化合物产生的溶液的浓度
使用摩尔浓度计算器计算摩尔浓度的示例如下所示:
假如化合物的分子量为350.26 g/mol,在5mL DMSO中制备10mM储备液所需的化合物的质量是多少?
  • 在分子量(MW)框中输入350.26
  • 在“浓度”框中输入10,然后选择正确的单位(mM)
  • 在“体积”框中输入5,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案17.513 mg出现在“质量”框中。以类似的方式,您可以计算体积和浓度。

稀释计算器可计算如何稀释已知浓度的储备液。例如,可以输入C1、C2和V2来计算V1,具体如下:

制备25毫升25μM溶液需要多少体积的10 mM储备溶液?
使用方程式C1V1=C2V2,其中C1=10mM,C2=25μM,V2=25 ml,V1未知:
  • 在C1框中输入10,然后选择正确的单位(mM)
  • 在C2框中输入25,然后选择正确的单位(μM)
  • 在V2框中输入25,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案62.5μL(0.1 ml)出现在V1框中
g/mol

分子量计算器可计算化合物的分子量 (摩尔质量)和元素组成,具体如下:

注:化学分子式大小写敏感:C12H18N3O4  c12h18n3o4
计算化合物摩尔质量(分子量)的说明:
  • 要计算化合物的分子量 (摩尔质量),请输入化学/分子式,然后单击“计算”按钮。
分子质量、分子量、摩尔质量和摩尔量的定义:
  • 分子质量(或分子量)是一种物质的一个分子的质量,用统一的原子质量单位(u)表示。(1u等于碳-12中一个原子质量的1/12)
  • 摩尔质量(摩尔重量)是一摩尔物质的质量,以g/mol表示。
/

配液计算器可计算将特定质量的产品配成特定浓度所需的溶剂体积 (配液体积)

  • 输入试剂的质量、所需的配液浓度以及正确的单位
  • 单击“计算”按钮
  • 答案显示在体积框中
动物体内实验配方计算器(澄清溶液)
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)
第二步:请输入动物体内配方组成(配方适用于不溶/难溶于水的化合物),不同的产品和批次配方组成不同,如对配方有疑问,可先联系我们提供正确的体内实验配方。此外,请注意这只是一个配方计算器,而不是特定产品的确切配方。
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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)。如该浓度超过该批次药物DMSO溶解度,请首先与我们联系。

体内配方配制方法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 ddH2O,混匀澄清。

(1) 请确保溶液澄清之后,再加入下一种溶剂 (助溶剂) 。可利用涡旋、超声或水浴加热等方法助溶;
            (2) 一定要按顺序加入溶剂 (助溶剂) 。

临床试验信息
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05865431 Completed Drug: Zinc Oxide and Avobenzone Sun Damaged Skin University of California, Davis March 17, 2017 Not Applicable
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