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D3254

Sigma-Aldrich

7,12-二甲基苯并[a]蒽

≥95%

别名:

1,4-二甲基-2,3-苯并菲, 9,10-二甲基-1,2-苯并蒽, DMBA

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About This Item

经验公式（希尔记法）:
C20H16
CAS号:
57-97-6
分子量:
256.34
Beilstein:
1912135
EC 号:
200-359-5
MDL编号:
MFCD00003600
UNSPSC代码:
12352200
PubChem化学物质编号:
24893738
NACRES:
NA.25

方案

≥95%

表单

powder

mp

122-123 °C (lit.)

应用

metabolomics
vitamins, nutraceuticals, and natural products

SMILES字符串

Cc1c2ccccc2c(C)c3c1ccc4ccccc34

InChI

1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3

InChI key

ARSRBNBHOADGJU-UHFFFAOYSA-N

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一般描述

7,12-二甲基苯并[a]蒽属于多环芳烃类物质。[1]它是一种由汽油和煤的不完全燃烧产生的致癌性有机污染物。[2]

应用

7,12-二甲基苯并[a]蒽用于：
  • 研究黑升麻(CR)提取物对7,12-二甲基苯并[a]蒽诱导的哺乳动物肿瘤生长的影响[3]
  • 作为启动剂诱发CD-1小鼠模型的皮肤癌，用于进行4种红酒多酚的抗癌特性比较[4]
  • 诱发上皮细胞癌变，以便研究叙利亚仓鼠颊囊的正常、增生、发育不良和恶性口腔上皮细胞的凋亡、增殖和p12doc-1特性[5]
  • 诱发乳腺肿瘤，用于探究大鼠肝脏中他莫昔芬引起的三酰甘油积聚的成因和预防[6]

生化/生理作用

7,12-二甲基苯并[a]蒽具有细胞毒性，属于致癌物质。它可造成肾上腺的选择性坏死和出血，并对血浆碱性磷酸酶水平具有抑制作用。这些伤害作用都是因为它能通过将电子供给适合的电子受体，形成电荷转移复合物。[5][1]

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Danger

危险声明

H302,H350

危险分类

Acute Tox. 4 Oral - Carc. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SLCM4298
SLCM4297
SLCK9094
SLCK9023
SLBZ8280

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N-亚硝基-N-乙基脲 ISOPAC®

Sigma-Aldrich

N3385

N-亚硝基-N-乙基脲

Yohko Kohno et al.
Oral oncology, 38(3), 274-280 (2002-04-30)
Disruption of the homeostatic balance between proliferation and apoptosis is widely believed to contribute to human oral carcinogenesis. Using the Syrian hamster oral cancer model, we examined normal, hyperplastic, dysplastic and malignant oral epithelium for the fraction of apoptotic, proliferating
T Ishikawa et al.
Anticancer research, 19(5A), 3749-3752 (2000-01-08)
A two-stage mouse skin carcinogenesis model was used to examine the effects of IP6 on initiation and promotion phases of tumorigenesis. Seven week old ICR female mice were divided into 6 groups, each consisting of 20 animals. Initiation was performed
Regio-and stereoselective metabolism of 7, 12-dimethylbenz [a] anthracene by Mycobacterium vanbaalenii PYR-1
Moody JD, et al.
Applied and Environmental Microbiology, 69(7), 3924-3931 (2003)
DMBA acts on cumulus cells to desynchronize nuclear and cytoplasmic maturation of pig oocytes
Song ZQ, et al.
Scientific reports, 7(1), 1687-1687 (2017)
Steroid receptor coactivators, HER-2 and HER-3 expression is stimulated by tamoxifen treatment in DMBA-induced breast cancer
Moi LLH, et al.
BMC Cancer, 12(1), 247-247 (2012)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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