U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H19Br2NO3
Molecular Weight 505.199
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DELTAMETHRIN

SMILES

CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C2=CC(OC3=CC=CC=C3)=CC=C2

InChI

InChIKey=OWZREIFADZCYQD-NSHGMRRFSA-N
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

HIDE SMILES / InChI

Molecular Formula C22H19Br2NO3
Molecular Weight 505.199
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Deltamethrin (DLM) is a pyrethroid insecticide and veterinary treatment that is approved for use in the EU, Australia and the USA. It has a low aqueous solubility, is semi-volatile and has a low potential to leach to groundwater. It is not persistent in soil and is non-mobile. Deltamethrin is highly toxic to humans and other mammals and is a neurotoxin. It is relatively non-toxic to birds and earthworms although it presents a high risk to most aquatic organisms and honeybees. Recent in vitro and in vivo studies have shown that the deltamethrin have the potential to induce apoptogenic signaling pathways which plays an important role in the mechanism of anticancer action. Thus, deltamethrin thereof could have the potential to develop as an anticancer agent.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
100.0 pM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Preventing
K-Othrine
Preventing
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Female BALB/c mice received deltamethrin in two daily oral doses; 6 mg/kg for 84 days and 15 mg/kg for 14 days.
Route of Administration: Oral
In Vitro Use Guide
DLM (10–50 uM) induced apoptosis in both murine thymocytes and splenocytes via activating mitochondrial caspase dependent signaling pathways. DLM (>100 uM) increased the Ca2+ level and caused apoptosis in normal rat neural cells. DLM at low concentration (5–10 uM) induced calcium dependent apoptogenic signaling pathways in OC2 human oral cancer cells.
Substance Class Chemical
Record UNII
2JTS8R821G
Record Status Validated (UNII)
Record Version