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2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶用途

PhIP 是在熟肉中形成的杂环芳香胺 (HAA),是一种可能的致癌物。具有 DNA 破坏性和诱变性。 PhIP 还具有雌激素活性,可能有助于其组织特异性致癌性。

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2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶名称

[ CAS 号 ]:
105650-23-5

[ 中文名 ]:
2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶

[ 英文名 ]:
PhIP

[中文别名 ]:

[英文别名 ]:

2-amino-1-methyl-6-phenylimidazo<4,5-f>pyridine
PIQ
MFCD00210745

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶生物活性

[ 描述 ]:

PhIP 是在熟肉中形成的杂环芳香胺 (HAA),是一种可能的致癌物。具有 DNA 破坏性和诱变性。 PhIP 还具有雌激素活性,可能有助于其组织特异性致癌性。

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 其他 >> 其他

[体外研究]

PhIP对miRNA的表达产生广泛而广泛的重叠效应。PhIP通过激活雌激素受体α(ERα)诱导广泛效应。PhIP解除miRNA调控可能是乳腺癌中一个重要的非DNA损伤性致癌机制[2]。

[体内研究]

在hCYP1A小鼠中,与腹叶相比,PhIP诱导前列腺背外侧叶的炎症、上皮细胞损伤和前列腺上皮内瘤变。PhIP在前列腺中形成DNA加合物,PhIP还诱导氧化应激、腺泡萎缩和啮齿动物前列腺炎症[1]。

[参考文献]

[1]. Bellamri M, et al. Metabolic Activation of the Cooked Meat Carcinogen 2-Amino-1-Methyl-6-Phenylimidazo[4,5-b]Pyridine in Human Prostate. Toxicol Sci. 2018 Jun 1;163(2):543-556.

[2]. Papaioannou MD, et ak. The cooked meat-derived mammary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) elicits estrogenic-like microRNA responses in breast cancer cells. Toxicol Lett. 2014 Aug 17;229(1):9-16.

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶物理化学性质

[ 密度 ]:
1.3 g/cm3

[ 沸点 ]:
468.9ºC at 760 mmHg

[ 熔点 ]:
300ºC

[ 分子式 ]:
C₁₃H₁₂N₄

[ 分子量 ]:
224.26100

[ 闪点 ]:
237.4ºC

[ 精确质量 ]:
224.10600

[ PSA ]:
56.73000

[ LogP ]:
2.79870

[ 外观性状 ]:
灰白色固体

[ 蒸汽压 ]:
5.74E-09mmHg at 25°C

[ 折射率 ]:
1.699

[ 储存条件 ]:
库房通风低温干燥

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NJ5199900

CHEMICAL NAME :: Imidazo(4,5-b)pyridine, 2-amino-1-methyl-6-phenyl-

CAS REGISTRY NUMBER :: 105650-23-5

LAST UPDATED :: 199712

DATA ITEMS CITED :: 31

MOLECULAR FORMULA :: C13-H12-N4

MOLECULAR WEIGHT :: 224.29

WISWESSER LINE NOTATION :: T56 BN DN FNJ B1 CZ HR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8736 mg/kg/52W-C

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 37056 mg/kg/83W-C

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4200 mg/kg/44W-I

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 449 mg/kg/8W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

TYPE OF TEST :: DNA adduct

TYPE OF TEST :: DNA adduct

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Cytogenetic analysis

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Mutation in mammalian somatic cells

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 10 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 325,125,1994 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993 IARC Cancer Review:Human Inadequate EvidenceE IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993 IARC Cancer Review:Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 56,229,1993

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2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶安全信息

[ 危害码 (欧洲) ]:
T: Toxic;

[ 海关编码 ]:
2933990090

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶合成路线

详细合成路线

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶上下游产品

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶上游产品

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶下游产品

2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%