Synonym
RH 3421; RH-3421; RH3421;
IUPAC/Chemical Name
methyl 3-(4-chlorophenyl)-4-methyl-1-((4-(trifluoromethyl)phenyl)carbamoyl)-4,5-dihydro-1H-pyrazole-4-carboxylate
InChi Key
NWYXCHPAIGQKNN-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H17ClF3N3O3/c1-19(17(28)30-2)11-27(26-16(19)12-3-7-14(21)8-4-12)18(29)25-15-9-5-13(6-10-15)20(22,23)24/h3-10H,11H2,1-2H3,(H,25,29)
SMILES Code
O=C(C1(C)C(C2=CC=C(Cl)C=C2)=NN(C(NC3=CC=C(C(F)(F)F)C=C3)=O)C1)OC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
439.81
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Nicholson RA, Williams MF. Sub-chronic administration of ethanol to mice does not modify the inhibitory effects of dieldrin, abamectin and the dihydropyrazole RH-3421 at their respective sites of action in the nervous system. Comp Biochem Physiol C. 1993 May;105(1):69-72. PubMed PMID: 7687943.
2: Tsurubuchi Y, Zhao X, Nagata K, Kono Y, Nishimura K, Yeh JZ, Narahashi T. Modulation of tetrodotoxin-resistant sodium channels by dihydropyrazole insecticide RH-3421 in rat dorsal root ganglion neurons. Neurotoxicology. 2001 Dec;22(6):743-53. PubMed PMID: 11829408.
3: Zhang A, Nicholson RA. RH-3421, a potent dihydropyrazole insecticide, inhibits depolarization-stimulated rises in free [Ca2+] and 45Ca2+ uptake in mammalian synaptosomes. Comp Biochem Physiol C Pharmacol Toxicol Endocrinol. 1994 Jul;108(3):307-10. PubMed PMID: 7881802.
4: Silver K, Soderlund DM. State-dependent block of rat Nav1.4 sodium channels expressed in xenopus oocytes by pyrazoline-type insecticides. Neurotoxicology. 2005 Jun;26(3):397-406. PubMed PMID: 15935211.
5: Silver KS, Soderlund DM. Differential sensitivity of rat voltage-sensitive sodium channel isoforms to pyrazoline-type insecticides. Toxicol Appl Pharmacol. 2006 Jul 15;214(2):209-17. Epub 2006 Feb 17. PubMed PMID: 16487558.
6: von Stein RT, Soderlund DM. Compound-specific effects of mutations at Val787 in DII-S6 of Nav 1.4 sodium channels on the action of sodium channel inhibitor insecticides. Neurotoxicology. 2012 Oct;33(5):1381-9. doi: 10.1016/j.neuro.2012.09.003. Epub 2012 Sep 14. PubMed PMID: 22983119; PubMed Central PMCID: PMC3484372.
7: Waliwitiya R, Belton P, Nicholson RA, Lowenberger CA. Plant terpenoids: acute toxicities and effects on flight motor activity and wing beat frequency in the blow fly Phaenicia sericata. J Econ Entomol. 2012 Feb;105(1):72-84. PubMed PMID: 22420258.
8: Salgado VL. Slow voltage-dependent block of sodium channels in crayfish nerve by dihydropyrazole insecticides. Mol Pharmacol. 1992 Jan;41(1):120-6. PubMed PMID: 1310138.
9: Silver KS, Soderlund DM. Point mutations at the local anesthetic receptor site modulate the state-dependent block of rat Na v1.4 sodium channels by pyrazoline-type insecticides. Neurotoxicology. 2007 May;28(3):655-63. Epub 2007 Feb 11. PubMed PMID: 17367864.
