2-(2-呋喃基)-3-(5-硝基-2-呋喃基)丙烯酰胺 - CAS号 3688-53-7

物化性质

熔点：

>152°C (dec.)
沸点：

391.26°C (rough estimate)
密度：

1.4153 (rough estimate)
溶解度：

可溶于DMSO（轻微）、甲醇（轻微、加热）
物理描述：

Af-2 appears as bright orange crystals. (NTP, 1992)
颜色/状态：

Reddish-orange needles
稳定性/保质期：

在常温常压下保持稳定

计算性质

辛醇/水分配系数(LogP)：

0.1
重原子数：

18
可旋转键数：

3
环数：

2.0
sp3杂化的碳原子比例：

0.0
拓扑面积：

115
氢给体数：

1
氢受体数：

5

ADMET

代谢

AF 2被黄嘌呤氧化酶、脂氧合酶、DT-二氢酶或肝微粒体在存在电子供体的情况下还原为相应的自由基阴离子。

AF 2 WAS REDUCED TO THE CORRESPONDING RADICAL ANION BY XANTHINE OXIDASE, LIPOYL DEHYDROGENASE, DT-DIAPHORASE, OR LIVER MICROSOMES IN THE PRESENCE OF AN ELECTRON DONOR.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在大鼠口服3毫克/千克剂量的2-(2-呋喃基)-3-(5-硝基-2-呋喃基)丙烯酰胺后，它主要在小肠中被代谢。小肠对代谢物的渗透性低于母体化合物。黄嘌呤氧化酶参与了代谢。

AFTER ORAL ADMIN OF 3 MG/KG DOSES OF 2-(2-FURYL)-3-(5-NITRO-2-FURYL)ACRYLAMIDE IN RATS IT WAS MAINLY METABOLIZED IN SMALL INTESTINE. PERMEABILITY OF SMALL INTESTINE TO METABOLITES WAS LESS THAN THAT OF PARENT COMPD. XANTHINE OXIDASE WAS INVOLVED IN METAB.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在给家兔口服AF-2后，根据质谱、红外光谱和核磁共振谱数据，确定了一种代谢物为2-(β-羧基丙酰基)-3-(5-甲基硫-2-呋喃基)丙烯酰胺。第二种代谢物被认为是上述化合物的顺反异构体，这一判断是基于其紫外光谱、质谱数据以及在薄层色谱上的行为。

AFTER ORAL ADMIN OF AF-2 TO RABBITS A METABOLITE WAS IDENTIFIED AS 2-(BETA-CARBOXYPROPIONYL)-3-(5-METHYLTHIO-2-FURYL)ACRYLAMIDE BY ITS MASS, IR & NMR SPECTRUM DATA. A SECOND METABOLITE THOUGHT TO BE CIS-TRANS ISOMER OF THE ABOVE WAS IDENTIFIED CONSIDERING ITS UV & MASS SPECTRAL DATA & BEHAVIOR ON TLC.

来源:Hazardous Substances Data Bank (HSDB)

代谢

细菌和酵母中AF-2的遗传活性在大鼠肝微粒体部分（S9混合物）的存在下迅速消失。即使在37°C下与S9混合物孵化10分钟也足以完全灭活。活化对于遗传毒性效应似乎是必要的。活化步骤可能涉及将硝基呋喃还原为氨基团。大多数培养的细胞系统，如细菌、酵母、脉孢菌、哺乳动物细胞和人类淋巴细胞，可能都能引起这种还原。大鼠肝匀浆存在时AF-2的遗传活性迅速消失，这表明大鼠肝微粒体可能进一步将还原产物代谢为不活性形式。

GENETIC ACTIVITY OF AF-2 IN BACTERIA & YEAST RAPIDLY DISAPPEARED IN PRESENCE OF RAT LIVER MICROSOMAL FRACTION (S9 MIX). INCUBATION WITH S9 MIX EVEN FOR 10 MINUTES AT 37 °C WAS SUFFICIENT FOR COMPLETE INACTIVATION. ACTIVATION IS APPARENTLY NECESSARY FOR GENOTOXIC EFFECT. ACTIVATION STEP MAY INVOLVE REDUCTION OF NITROFURAN TO AN AMINO GROUP. MOST CULTURED CELL SYSTEMS, SUCH AS BACTERIA, YEAST, NEUROSPORA, MAMMALIAN CELLS & HUMAN LYMPHOCYTES, CAN PROBABLY BRING ABOUT THIS REDUCTION. RAPID DISAPPEARANCE OF GENETIC ACTIVITY OF AF-2 IN PRESENCE OF RAT LIVER HOMOGENATE SUGGESTS THAT RAT LIVER MICROSOMES MAY FURTHER METABOLIZE THE REDUCTION PRODUCTS TO INACTIVE FORMS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

致癌性证据

没有关于人类的数据。有充分的证据表明对动物具有致癌性。总体评估：2B组：该物质可能对人类具有致癌性。

No data are available in humans. Sufficient evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 2B: The agent is possibly carcinogenic to humans.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

致癌物分类

国际癌症研究机构致癌物：AF-2 [2-(2-呋喃基)-3-(5-硝基-2-呋喃基)丙烯酰胺]

IARC Carcinogenic Agent:AF-2 [2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide]

来源:International Agency for Research on Cancer (IARC)

毒理性

致癌物分类

国际癌症研究机构（IARC）致癌物分类：2B组：可能对人类致癌

IARC Carcinogenic Classes:Group 2B: Possibly carcinogenic to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

致癌物分类

国际癌症研究机构专著：第31卷：（1983年）某些食品添加剂、饲料添加剂和天然存在物质

IARC Monographs:Volume 31: (1983) Some Food Additives, Feed Additives and Naturally Occurring Substances

来源:International Agency for Research on Cancer (IARC)

毒理性

副作用

国际癌症研究机构致癌物-第3类：化学品无法被国际癌症研究机构分类。

IARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

吸收、分配和排泄

在给予大鼠口服1.3毫克/千克体重的(14)C-AF-2剂量后，48小时内，83%的放射性物质通过粪便排出，21%通过尿液排出...

Following an oral dose of 1.3 mg/kg bw (14)C-AF-2 to rats, 83% of the radioactivity was excreted in the feces and 21% in the urine within 48 hr ... .

来源:Hazardous Substances Data Bank (HSDB)

安全信息

海关编码：

2932190090

2-(2-呋喃基)-3-(5-硝基-2-呋喃基)丙烯酰胺 | 3688-53-7

分子结构分类

物化性质

计算性质

ADMET

安全信息

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