(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 126891
• Molecular Formular: C22H19Br2NO3
• Molecular Mass: 505.19916
• Monoisotopic Mass: 502.97316747
• SMILES: BrC(=C[C@H]1[C@@H](C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2)C1(C)C)Br
• Canonical SMILES: N#C[C@H](c1cccc(c1)Oc1ccccc1)OC(=O)[C@@H]1[C@@H](C1(C)C)C=C(Br)Br
• InChI: InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1
• InChIKey: OWZREIFADZCYQD-NSHGMRRFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: stricker
• Synonyms: Deltamethrin; Decamethrin; Deltamethrin; Deltamethrin solution; 250MG - Deltamethrin; Deltamethrin; 溴氰菊酯 溶液; 溴氰菊酯

Database IDs

• CAS Number: 52918-63-5
• EC Number: 258-256-6
• MDL Number: MFCD00870122
• Beilstein Number: 6746312
• PubChem SID: 24868901; 162221217; 24869458; 24724471; 24899159
• PubChem CID: 40585
• CHEBI ID: 4388
• ATC CODE: QP53AC11
• CHEMBL: 1593566
• Chemspider ID: 37079
• KEGG ID: D07785
• Unique Ingredient Identifier: 2JTS8R821G
• Wikipedia Title: Deltamethrin

CALCULATED PROPERTIES

• Acid pKa: 10.619197
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.74409
• LogD (pH = 7.4): 5.7438316
• Log P: 5.7440934
• Molar Refractivity: 124.2894 cm^3
• Polarizability: 44.165997 Å^3
• Polar Surface Area: 59.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 98°C
• Boiling Point: 300°C
• Flash Point: -.4 °F; 100 °C; -18 °C; 212 °F
• Density: 1.5 g cm^-3

Safety Information

• RTECS: GZ1233000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T); Harmful (Xn)
• UN Number: 1145; 2811
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 2
• Risk Statements: 11-38-50/53-65-67; 23/25-50/53
• Safety Statements: 16-61-62; 24-28-36/37/39-38-45-60-61
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H315-H336-H410; H301 + H331-H410; H301-H331-H410
• GHS Precautionary statements: P210-P261-P273-P301 + P310-P331-P501; P261-P273-P301 + P310-P311-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1145 3/PG 2; UN 2811 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98%
• Concentration: 100 ng/μL in cyclohexane
• Grade: analytical standard; certified reference material; PESTANAL®, analytical standard; TraceCERT®
• Packaging: ampule of 100 mg
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C22H19Br2NO3

DETAILS

Sigma Aldrich - D9315

Biochem/physiol Actions
Deltamethrin is a type II semi-synthetic pyrethrin, which acts as a potent inhibitor of calcineurin (protein phosphatase 2B) and has an IC50 of about 100 pM.1 This inhibitory action results in cellular hyperexcitability by causing non-mutated calcium channels to remain open for an extended period of time allowing an abundance of Ca2+ to enter the cell. Some sodium channel mutations such as the L993F mutation in Xenopus oocytes show decreased sensitivity to deltamethrin.2

Sigma Aldrich - 05995

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 45423

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 31554

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH