2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

• ChemBase编号: 105120
• 分子式: C19H26O3
• 平均质量: 302.40794
• 单一同位素质量: 302.18819469
• SMILES: CC(=CC1C(C(=O)OC2CC(=O)C(=C2C)CC=C)C1(C)C)C
• Canonical SMILES: C=CCC1=C(C)C(CC1=O)OC(=O)C1C(C1(C)C)C=C(C)C
• InChI: InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3
• InChIKey: ZCVAOQKBXKSDMS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
• IUPAC传统名: pyrethrin
• 别名: 丙烯除虫菊; 丙烯菊酯; D-丙烯菊酯; 3-烯丙基-2-甲基-4-氧代-2-环戊烯基菊酯; Es-生物烯丙菊酯; Allylcinerine; Allethrin; Bioallethrin; D-trans-Allethrin; BIOALLETHRIN; ALLETHRIN; 3-Allyl-2-methyl-4-oxo-2-cyclopentenyl chrysanthemate; Esbiothrin; Allethrine; 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-cyclopropanecarboxylic Acid 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl Ester; Allyl cinerin I; EBT; ENT 17510; Esbiothrine; Exthrin; Matox; NSC 11782; OMS 3045; Pynamin forte; Pyresyn; RU 27436; Wasp Stopper CF; Chrysanthemummonocarboxylic Acid 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one Ester; dl-Allethrin; trans-Allethrin

登记号

• CAS号: 22431-63-6; 584-79-2
• EC号: 209-542-4
• MDL号: MFCD00045443
• Beilstein号: 2294836
• PubChem SID: 162092522; 24860206; 24868814; 24860101
• PubChem CID: 11442

理论计算性质

• Acid pKa: 18.088175
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.0561905
• LogD (pH = 7.4): 4.0561905
• Log P: 4.0561905
• 摩尔折射率: 88.71 cm^3
• 极化性: 34.379314 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 闪点: 150.8 °F; 66 °C

安全信息

• 保存条件: -20°C
• RTECS编号: GZ1925000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2810; 3082
• 德国WGK号: 3
• 联合国危险货物等级: 6.1; 9
• 联合国危险货物包装类别(PG): 3; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 20/22-50/53; R:25
• 安全公开号: 36-60-61; S:28-36/37/39-45-53
• 欧盟危险货物分类: T1
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 153
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H332-H410
• GHS警示性声明: P273-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3082 9/PG 3

产品相关信息

• 级别: PESTANAL®, analytical standard
• 简要说明: mixture of stereo isomers
• Empirical Formula (Hill Notation): C19H26O3

详细说明

MP Biomedicals - 02159010

(Allethrin I)
Mixture of 8 isomers
A Type I pyrethrin which demonstrates very weak active negative control properties for calcineurin (protein phosphatase 2B) inhibition by Type II pyrethrins.

MP Biomedicals - 02158873

Mixture of isomers
Bioallethrin is a Type I pyrethrin and it mimics Type II pyrethrins on the inhibition of calcineurin (protein phosphatase 2B). It is a more potent inhibitor of calcineurin than allethrin and other Type I pyrethrins.

Sigma Aldrich - 33309

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 33396

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 31489

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - A542200

Allethrin is a synthetic pyrethroid derivative used as an insecticide. Allethrin is commonly used in many household insecticide products due to its low toxicity towards humans.

参考文献

• Dua, V.K. et al.: Bull. Environ. Contam. Toxicol., 75, 747 (2005)
• Jiang, M. et al.: Nanj. Nong. Dax. Xue., 18, 110 (2005)