邻苯二甲酸单丁酯

邻苯二甲酸单丁酯(英語:Monobutyl phthalate,缩写MBP)是一种结构简式CH3(CH2)3OOCC6H4COOH有机化合物,常温下为白色固体。MBP为邻苯二甲酸二丁酯在人体内的主要初级代谢产物[2]。和其它许多邻苯二甲酸酯一样,MBP也是一种内分泌干扰物[3],可影响生殖系统功能[4]

邻苯二甲酸单丁酯
IUPAC名
2-Butoxycarbonylbenzoic acid[1]
别名 1,2-Benzenedicarboxylic acid, monobutyl ester[1]
2-(Butoxycarbonyl)benzoic acid[1]
Butyl hydrogenphthalate[1]
Mono-n-butyl phthalate[1]
Phthalic acid, monobutyl ester[1]
识别
CAS号 131-70-4
PubChem 8575
ChemSpider 8257
SMILES
 
  • CCCCOC(=O)C1=CC=CC=C1C(=O)O
ChEBI 88522
性质
化学式 C12H14O4
摩尔质量 222.24 g·mol−1
外观 白色固体
熔点 73.5 °C(347 K)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中对人体有害物质的标签图案
GHS提示词 Danger
H-术语 H360
P-术语 P201, P202, P281, P308+313, P405, P501
致死量或浓度:
LD50中位剂量
1,000 mg kg−1(小鼠,腹腔注射)[1][2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

MBP同时也是邻苯二甲酸丁苄酯的次要初级代谢产物(少于邻苯二甲酸单苄酯),MBP会继续水解为邻苯二甲酸1-丁醇[5]

参考文献

编辑
  1. ^ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 Monobutyl phthalate. PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. January 4, 2020 [January 10, 2020]. (原始内容存档于2020-01-31). 
  2. ^ 2.0 2.1 Chambon, Pierre; Riotte, Maurice; Daudon, Marc; Chambon-Mougenot, Renée; Bringuier, Janine. Etude du métabolisme des phtalates de dibutyle et de diéthyle chez le Rat [Metabolism of dibutyl and diethyl phthalates in the rat]. Comptes Rendus Hebdomadaires des Séances de l'Académie des Sciences, Série D: Sciences Naturelles. 1971, 273 (22): 2165–2168 [2020-01-31]. PMID 5003086. (原始内容存档于2020-01-31) (法语). 
  3. ^ Hu Y, Dong C, Chen M, Chen Y, Gu A, Xia Y, Sun H, Li Z, Wang Y. Effects of monobutyl phthalate on steroidogenesis through steroidogenic acute regulatory protein regulated by transcription factors in mouse Leydig tumor cells. Journal of Endocrinological Investigation: 875–884. doi:10.1007/s40618-015-0279-6. 
  4. ^ Junting Du, Di Xiong, Qian Zhang, Xiaoxiao Li, Xudong Liu, Huihui You, Shumao Ding, Xu Yang, Junlin Yuan. Mono-butyl phthalate-induced mouse testis injury is associated with oxidative stress and down-regulated expression of Sox9 and Dazl. The Journal of Toxicological Sciences. 2017, 42 (3): 319–328 [2020-02-06]. ISSN 0388-1350. doi:10.2131/jts.42.319. (原始内容存档于2018-06-02) (英语). 
  5. ^ Huang, Jingyu; Nkrumah, Philip N.; Li, Yi; Appiah-Sefah, Gloria. Chemical Behavior of Phthalates Under Abiotic Conditions in Landfills. Reviews of Environmental Contamination and Toxicology 224. New York, NY: Springer Science+Business Media. 2013: 39–52. ISBN 9781461458814. PMID 23232918. doi:10.1007/978-1-4614-5882-1_2.