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偶氮甲烷

偶氮甲烷用途

Azoxymethane 是一种结肠致癌物质，可导致 DNA 加合物的形成。

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偶氮甲烷名称

[ CAS 号 ]:
25843-45-2

[ 中文名 ]:
偶氮甲烷

[ 英文名 ]:
Azoxymethane

[英文别名 ]:

methyl-methylimino-oxidoazanium
MFCD00126912

偶氮甲烷生物活性

[ 描述 ]:

Azoxymethane 是一种结肠致癌物质,可导致 DNA 加合物的形成。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 癌症

[体外研究]

Azoxymethane是一种结肠致癌物质,可导致DNA加合物的形成。在相同的蛋白质基础上,肝微粒体比SI和结肠微粒体在NADPH依赖性Azoxymethane生物活化和N7-mG加合物形成中更活跃。肝微粒体在Azoxymethane的羟基化中表现出最高的活性,其次是SI和结肠微粒体[1]。

[体内研究]

无论菌株如何,Azoxymethane产生的O6-mG和N7-mG的量在肝脏中最高,其次是近端和远端结肠,其具有相似的水平,然后是十二指肠,空肠和回肠。结果表明,在SI和结肠中Azoxymethane诱导的DNA加合物形成不依赖于肝P450酶的生物活化。不管小鼠品系如何,在盐水处理的小鼠的结肠中没有检测到异常隐窝病灶(ACF);相反,在所有三种Azoxymethane处理的小鼠中均检测到结肠ACF [1]。 Azoxymethane处理的无胸腺小鼠的肿瘤发病率比同样治疗的WT动物低约11倍[2]。

[激酶实验]

进行Azoxymethane诱导的体外DNA加合物形成的测定。简而言之，将微粒体（0.5至2.0mg / mL）与小牛胸腺DNA（1mg / mL）和Azoxymethane（200μM）一起孵育，总体积为1.0mL。测定缓冲液由0.1M Tris-HCl（pH 7.4），1mM EDTA，20mM MgCl 2,0.3M KCl和1.5mM NADPH组成。孵育在37℃下在振荡水浴中进行60分钟。在最初的30分钟后，再加入30nM的NADPH。加入0.5mL冰冷的7.5M乙酸铵终止反应。然后提取DNA用于组织匀浆。在没有NADPH的情况下进行对照孵育[1]。

[动物实验]

雄性，8至10周龄，WT-A / J，IECN-A / J和LCN-A / J小鼠（每组8只）用盐水或Azoxymethane（7.5mg / kg BW，sc）处理，一次每周一次，持续3周。处理后6周处死小鼠以检测异常隐窝病灶（ACF）。切除整个结肠。沿着结肠的整个长度形成纵向切口，其进一步切成两个等长段，代表结肠的近端和远端部分。将片段浸入PBS中以除去粪便颗粒，然后在10％缓冲福尔马林中的滤纸之间保持平坦至少24小时。随后，将冒号浸入新制备的0.1％亚甲基蓝中10分钟，并在去离子水中短暂冲洗以除去过量的染料。将结肠小心地安装在显微镜载玻片上，粘膜表面朝上并在光学显微镜下观察。结肠的整个粘膜表面的ACF由两名研究者盲目且独立地计数并记录[1]。

[参考文献]

[1]. Megaraj V, et al. Role of hepatic and intestinal p450 enzymes in the metabolic activation of the colon carcinogen azoxymethane in mice. Chem Res Toxicol. 2014 Apr 21;27(4):656-62.

[2]. Whetstone RD, et al. Colon carcinogenesis in wild type and immune compromised mice after treatment with azoxymethane, and azoxymethane with dextran sodium sulfate. Mol Carcinog. 2016 Jul;55(7):1187-95.

[相关活性小分子]

偶氮甲烷物理化学性质

[ 密度 ]:
0.98g/cm3

[ 沸点 ]:
92ºC at 760mmHg

[ 分子式 ]:
C₂H₆N₂O

[ 分子量 ]:
74.08180

[ 闪点 ]:
9.4ºC

[ 精确质量 ]:
74.04800

[ PSA ]:
41.11000

[ LogP ]:
0.73170

[ 蒸汽压 ]:
59.7mmHg at 25°C

[ 折射率 ]:
1.427

[ 储存条件 ]:
通风低温干燥,与库房食品原料分开存放

偶氮甲烷MSDS

详细MSDS(安全技术说明书)

偶氮甲烷毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: PA2975000

CHEMICAL NAME :: Methane, azoxy-

CAS REGISTRY NUMBER :: 25843-45-2

LAST UPDATED :: 199503

DATA ITEMS CITED :: 37

MOLECULAR FORMULA :: C2-H6-N2-O

MOLECULAR WEIGHT :: 74.10

WISWESSER LINE NOTATION :: ON1&UN1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 27 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 20 mg/kg/(22D

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Reproductive - Tumorigenic effects - transplacental tumorigenesis Peripheral Nerve and Sensation - peripheral nerve tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 16 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - colon tumors Kidney, Ureter, Bladder - Kidney tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3200 ug/kg

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 20 mg/kg female 22 day(s) after conception

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Reproductive - Tumorigenic effects - transplacental tumorigenesis Kidney, Ureter, Bladder - Kidney tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 22 mg/kg/11W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Rectal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 200 mg/kg/20W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 96 mg/kg/13W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Rectal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 104 mg/kg/33W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 60 mg/kg/20W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 312 mg/kg/39W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 80 mg/kg/10W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - colon tumors Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - colon tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 64 mg/kg/8W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 12 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - colon tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 45 mg/kg/3W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - colon tumors Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 208 mg/kg/26W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 192 mg/kg/24W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 80 mg/kg/10W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 37 mg/kg/10W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 30 mg/kg

SEX/DURATION :: female 14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 30 mg/kg

SEX/DURATION :: female 15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TYPE OF TEST :: Morphological transformation

TYPE OF TEST :: DNA damage

TYPE OF TEST :: DNA damage

TYPE OF TEST :: Unscheduled DNA synthesis

MUTATION DATA

TYPE OF TEST :: Host-mediated assay

TEST SYSTEM :: Rodent - mouse Bacteria - Salmonella typhimurium

DOSE/DURATION :: 250 umol/kg

REFERENCE :: JJIND8 JNCI, Journal of the National Cancer Institute. (Washington, DC) V.61-79, 1978-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 63,977,1979

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偶氮甲烷安全信息

[ 符号 ]:

GHS02, GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H226-H300-H315-H319-H350

[ 警示性声明 ]:
P201-P210-P280-P301 + P310 + P330-P308 + P313-P337 + P313

[ 危害码 (欧洲) ]:
T: Toxic;

[ 风险声明 (欧洲) ]:
45-46-10-25-34

[ 安全声明 (欧洲) ]:
S26;S45;S53;S36/S37/S39

[ 危险品运输编码 ]:
UN 1992 3/PG 3

[ RTECS号 ]:
PA2975000

[ 海关编码 ]:
2927000090

偶氮甲烷合成路线

详细合成路线

偶氮甲烷上下游产品

偶氮甲烷上游产品

偶氮甲烷下游产品

偶氮甲烷海关

[ 海关编码 ]: 2927000090

[ 中文概述 ]:
2927000090 其他重氮化合物、偶氮化合物等（包括氧化偶氮化合物）. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2927000090 other diazo-, azo- or azoxy-compounds。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

偶氮甲烷文献

Loss of Stromal IMP1 Promotes a Tumorigenic Microenvironment in the Colon.

Mol. Cancer Res. 13 , 1478-86, (2015)

The colon tumor microenvironment is becoming increasingly recognized as a complex but central player in the development of many cancers. Previously, we identified an oncogenic role for the mRNA-bindin...

The MUTYH base excision repair gene protects against inflammation-associated colorectal carcinogenesis.

Oncotarget 6 , 19671-84, (2015)

MUTYH DNA glycosylase removes mismatched adenine opposite 7, 8-dihydro-8-oxoguanine (8-oxoG), which is the major mutagenic lesion induced by oxidative stress. Biallelic mutations in MUTYH are associat...

15-Lipoxygenase-1 suppression of colitis-associated colon cancer through inhibition of the IL-6/STAT3 signaling pathway.

FASEB J. 29 , 2359-70, (2015)

The IL-6/signal transducer and activator of transcription 3 (STAT3) pathway is a critical signaling pathway for colitis-associated colorectal cancer (CAC). Peroxisome proliferator-activated receptor (...

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