邻苯二甲酸丁苄酯

邻苯二甲酸丁苄酯用途

Benzyl butyl phthalate 是邻苯二甲酸酯 (PAEs) 的一员,通过上调 Zeb1 的表达,可引起血管瘤 (HA) 细胞的迁移和侵袭。Benzyl butyl phthalate 激活乳腺癌细胞中的芳香烃受体 (AhR),刺激 SPHK1/S1P/S1PR3 信号传导,促进转移性乳腺癌干细胞 (BCSCs) 的形成。

邻苯二甲酸丁苄酯名称

[ CAS 号 ]:
85-68-7

[ 中文名 ]:
邻苯二甲酸苄基丁基酯

[ 英文名 ]:
Benzyl butyl phthalate

[中文别名 ]:

[英文别名 ]:

UNII-YPC4PJX59M
butyl phenylmethyl 1,2-benzenedicarboxylate
benzyl butyl benzene-1,2-dicarboxylate
MFCD00009440
Butyl Benzyl Phthalate
EINECS 201-622-7
Phthalic acid, benzyl butyl ester
benzyl n-butyl phthalate
2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate

邻苯二甲酸丁苄酯生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 免疫及炎症 >> 芳基烃受体

[体外研究]

邻苯二甲酸苄基丁酯(BBP)通常在塑料制造过程中添加,以增加弹性和弹性[1]。邻苯二甲酸丁基苄酯诱导侧群(SP)细胞中S1PR3的组蛋白修饰,但非SP细胞中没有组蛋白修饰[3]。

[参考文献]

[1]. Sun G, et al. Developmental toxicity and cardiac effects of butyl benzyl phthalate in zebrafish embryos. Aquat Toxicol. 2017;192:165-170.

[2]. Cui S, et al. Benzyl butyl phthalate (BBP) triggers the migration and invasion of hemangioma cells via upregulation of Zeb1. Toxicol In Vitro. 2019;60:323-329.

[3]. Wang YC, et al. Benzyl butyl phthalate promotes breast cancer stem cell expansion via SPHK1/S1P/S1PR3 signaling. Oncotarget. 2016;7(20):29563-29576.

邻苯二甲酸丁苄酯物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
408.3±20.0 °C at 760 mmHg

[ 熔点 ]:
<-35ºC

[ 分子式 ]:
C₁₉H₂₀O₄

[ 分子量 ]:
312.360

[ 闪点 ]:
198.3±20.2 °C

[ 精确质量 ]:
312.136169

[ PSA ]:
52.60000

[ LogP ]:
5.00

[ 外观性状 ]:
无色油性液体

[ 蒸汽密度 ]:
10.8 (vs air)

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.553

[ 储存条件 ]:
包装完整、轻装轻放,库房通风、远离明火、高温、与氧化剂、酸分开存放

[ 水溶解性 ]:
0.000269 g/100 mL

[ 凝固点 ]:
-35℃

邻苯二甲酸丁苄酯MSDS

邻苯二甲酸丁苄酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TH9990000

CHEMICAL NAME :: Phthalic acid, benzyl butyl ester

CAS REGISTRY NUMBER :: 85-68-7

BEILSTEIN REFERENCE NO. :: 2062204

LAST UPDATED :: 199803

DATA ITEMS CITED :: 45

MOLECULAR FORMULA :: C19-H20-O4

MOLECULAR WEIGHT :: 312.39

WISWESSER LINE NOTATION :: QVR BVO1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2330 mg/kg

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6700 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4170 mg/kg

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6700 mg/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3160 mg/kg

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

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

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 13700 ug/kg

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >10 gm/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 13750 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - withdrawal Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 56 gm/kg/4W-C

TOXIC EFFECTS :: Behavioral - food intake (animal) Blood - hemorrhage Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 68250 mg/kg/91D-C

TOXIC EFFECTS :: Liver - changes in liver weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 38402 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2100 mg/m3/6H/4W-I

TOXIC EFFECTS :: Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 789 mg/m3/6H/13W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 gm/kg/14D-C

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in bladder weight Related to Chronic Data - changes in prostate weight Related to Chronic Data - changes in testicular weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 433 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia Blood - lymphoma, including Hodgkin's disease

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 437 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 364 gm/kg/2Y-C

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 21 gm/kg

SEX/DURATION :: male 14 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 16400 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 16400 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - other effects to embryo Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4900 mg/kg

SEX/DURATION :: female 1-7 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 154 gm/kg

SEX/DURATION :: male 10 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 9100 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - other effects to embryo

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 23300 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects

MUTATION DATA

TYPE OF TEST :: Morphological transformation

TEST SYSTEM :: Rodent - hamster Embryo

DOSE/DURATION :: 2 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 356,85,1996 *** REVIEWS *** IARC Cancer Review:Animal Inadequate 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: 29,193,1982 IARC Cancer REIVEW:Human No Adequate Data 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: 29,193,1982 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW JACTDZ Journal of the American College of Toxicology. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1-12, 1982-1993. Discontinued. Volume(issue)/page/year: 11,1,1992 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3 JAN 1993 OEL-SWEDEN:TWA 3 mg/m3;STEL 5 mg/m3 JAN 1993 OEL-UNITED KINGDOM:TWA 5 mg/m3 JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80249 No. of Facilities: 9594 (estimated) No. of Industries: 93 No. of Occupations: 74 No. of Employees: 66289 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80249 No. of Facilities: 27154 (estimated) No. of Industries: 158 No. of Occupations: 119 No. of Employees: 331841 (estimated) No. of Female Employees: 59743 (estimated)

邻苯二甲酸丁苄酯安全信息

[ 符号 ]:

GHS08, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H360Df-H410

[ 警示性声明 ]:
P201-P273-P308 + P313-P501

[ 个人防护装备 ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ 危害码 (欧洲) ]:
T:Toxic;N:Dangerousfortheenvironment;

[ 风险声明 (欧洲) ]:
R50/53;R61;R62

[ 安全声明 (欧洲) ]:
S53-S45-S60-S61

[ 危险品运输编码 ]:
UN 3082 9/PG 3

[ WGK德国 ]:
2

[ RTECS号 ]:
TH9990000

[ 包装等级 ]:
III

[ 危险类别 ]:
9

[ 海关编码 ]:
29173400

邻苯二甲酸丁苄酯合成路线

邻苯二甲酸丁苄酯上下游产品

邻苯二甲酸丁苄酯上游产品

邻苯二甲酸丁苄酯下游产品

邻苯二甲酸丁苄酯制备

1、苯酐和丁醇按质量比1∶0.52的比例进行酯化，首先生成邻苯二甲酸单丁酯。然后滴加30%的纯碱，重量大约与苯酐质量相等，再加入与苯酐质量相等的氯化苄进行缩合反应。缩合反应结束后，加水洗涤，粗酯用水蒸气蒸馏，再进一步真空蒸馏，即得成品。

2、由苯酐和丁醇按质量比1∶0.52的比例经酯化得邻苯二甲酸单丁酯，然后在碳酸钠存在下与氯化苄进行第二次酯化，经碱液中和、水洗后进行减压蒸馏而得。

3、在装有电动搅拌、温度计、回流冷凝管的250mL三口烧瓶中，按1∶1.05的摩尔比加入邻苯二甲酸酐和正丁醇，在（110±2）℃下搅拌2h，再冷却至60～80℃，缓慢滴加30%的NaOH水溶液中和至pH＝7～8，加入适量相转移催化剂，再升温至110℃，以邻苯二甲酸酐计，滴入1.05mol比的氯化钾，搅拌3h，然后用5%NaCO3溶液洗涤，分去水层，用水洗涤油层；之后油层（粗酯）用水蒸气蒸馏，蒸出醇等低沸物，再减压蒸馏，收集220～222℃/660Pa的馏分，得到白色透明的油状液体即邻苯二甲酸丁苄酯。

邻苯二甲酸丁苄酯海关

[ 海关编码 ]: 2917349000

[ 中文概述 ]:
2917349000 其他邻苯二甲酸酯。监管条件:无。增值税率:17.0%。退税率:9.0%。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, 对苯二甲酸请注明4-CBA值, 对苯二甲酸请注明P-TL酸值, 对苯二甲酸请注明色度, 对苯二甲酸请注明水分

[ Summary ]:
2917349000 other esters of orthophthalic acid。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

邻苯二甲酸丁苄酯文献

Feasibility of ultra-high performance liquid and gas chromatography coupled to mass spectrometry for accurate determination of primary and secondary phthalate metabolites in urine samples.

Anal. Chim. Acta 853 , 625-36, (2014)

Phthalates (PAEs) are ubiquitous toxic chemical compounds. During the last few years, some phthalate metabolites (MPAEs) have been proposed as appropriate biomarkers in human urine samples to determin...

Analysis of phthalates in milk and milk products by liquid chromatography coupled to quadrupole Orbitrap high-resolution mass spectrometry.

J. Chromatogr. A. 1362 , 110-8, (2014)

A new analytical method was developed and validated for simultaneous analysis of 27 phthalates in milk and milk products. Response surface methodology was employed to optimize a quick, easy, cheap, ef...

Rapid screening and identification of multi-class substances of very high concern in textiles using liquid chromatography-hybrid linear ion trap orbitrap mass spectrometry.

J. Chromatogr. A. 1386 , 22-30, (2015)

A new analytical method was established and validated for the analysis of 19 substances of very high concern (SVHCs) in textiles, including phthalic acid esters (PAEs), organotins (OTs), perfluorochem...

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