253300

Deltamethrin

Synthetic type II pyrethroid. Potent inhibitor of calcineurin. Causes an increase in neurotransmitter release at synapses, and increases intrasynaptosomal Ca²⁺ levels.

• Synonym(s): Deltamethrin, (S)-α-Cyano-3-phenoxybenzyl(1R)- cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate, (S)-α-Cyano-3-phenoxybenzyl(1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate
• Empirical Formula (Hill Notation): C₂₂H₁₉Br₂NO₃
• CAS Number: 52918-63-5
• Molecular Weight: 505.20
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00870122
• Assay: ≥98% (TLC)
• Form: solid
• Storage condition: OK to freeze

Properties

• description: Merck USA index - 14, 2883
• Quality Segment: 100
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: ethanol: 1 mg/mL, DMSO: 15 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: BrC(=C[C@H]1[C@H](C1(C)C)C(=O)O[C@@H](c2cc(ccc2)Oc3ccccc3)C#N)Br
• 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
• InChI key: OWZREIFADZCYQD-NSHGMRRFSA-N

Description

General description

Synthetic type II pyrethroid insecticide. Potent inhibitor of calcineurin (protein phosphatase 2B, IC₅₀ = 100 pM). May also have varied effects on ion channels. Causes an increase in neurotransmitter release at synapses and also increases intrasynaptosomal Ca²⁺ levels.

Synthetic type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B; IC₅₀ = 100 pM). May also have varied effects on ion channels. Causes an increase in neurotransmitter release at synapses, and increases intrasynaptosomal Ca²⁺ levels.

Biochem/physiol Actions

Cell permeable: no

Primary Target
protein phosphatase 2B

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 100 pM against calcineurin (protein phosphatase 2B)

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Avoid acid or alkali conditions.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Richter, A., et al. 1995. Biochem. Pharmacol.49, 367.
Enan, E., and Matsumura, F. 1993. Biochem. Pharmacol. 45, 703.
Enan, E., and Matsumura, F. 1992. Biochem. Pharmacol.43, 1777.
Narahasi, T. 1992. Trends Pharmacol. Sci.13, 236.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic (H)

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H301 + H331,H410
• pcodes: P261 - P264 - P271 - P273 - P301 + P310 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: 212.0 °F - closed cup
• flash_point_c: 100 °C - closed cup