Synonym
Cythoate; Proban; BRN 2148114
IUPAC/Chemical Name
O,O-Dimethyl O-(4-sulphamoylphenyl) thiophosphate
InChi Key
BSBSDQUZDZXGFN-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H12NO5PS2/c1-12-15(16,13-2)14-7-3-5-8(6-4-7)17(9,10)11/h3-6H,1-2H3,(H2,9,10,11)
SMILES Code
S=P(OC)(OC)OC1=CC=C(S(=O)(N)=O)C=C1
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
297.28
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: Dryden MW. Differential activity of cythioate against female and male Ctenocephalides felis on cats. Am J Vet Res. 1992 May;53(5):801-2. PubMed PMID: 1524312.
2: Hazelwood JC, Stefan GE, Bowen JM. Motor unit irritability in Beagles Before and after exposure to cholinesterase inhibitors. Am J Vet Res. 1979 Jun;40(6):852-6. PubMed PMID: 89824.
3: Bowen PM, Caldwell NJ. Use of cythioate to control external parasites on cats and dogs. Vet Med Small Anim Clin. 1982 Jan;77(1):79-80. PubMed PMID: 7039075.
4: Crystal MM, DeMilo AB. Susceptibility of laboratory-reared northern fowl mites, Ornithonyssus sylviarum (Acari: Macronyssidae), to selected acaricides. Exp Appl Acarol. 1988 Jul;4(4):353-8. PubMed PMID: 3168660.
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6: Schenker R, Tinembart O, Humbert-Droz E, Cavaliero T, Yerly B. Comparative speed of kill between nitenpyram, fipronil, imidacloprid, selamectin and cythioate against adult Ctenocephalides felis (Bouché) on cats and dogs. Vet Parasitol. 2003 Mar 10;112(3):249-54. PubMed PMID: 12591200.
7: Zhao P, Baughman RG. O,O-Dimethyl O-(4-sulfamoylphen-yl) phospho-rothio-ate (cythio-ate). Acta Crystallogr Sect E Struct Rep Online. 2013 Jun 8;69(Pt 7):o1042. doi: 10.1107/S1600536813014724. eCollection 2013. PubMed PMID: 24046618; PubMed Central PMCID: PMC3772475.
8: Doval CP, Gupta I. Effect of cythioate on cholinesterase activity in erythrocytes and plasma and transaminase activity in serum of sheep and dogs. Indian J Exp Biol. 1976 Mar;14(2):193-4. PubMed PMID: 992748.
9: Lämmler G, Grüner D. Chemotherapeutic studies on Litomosoides carinii infection of Mastomys natalensis. 6. The filaricidal activity of organophosphorus compounds. Tropenmed Parasitol. 1975 Sep;26(3):359-69. PubMed PMID: 1189030.
10: Santora KA, Zakson-Aiken M, Rasa C, Shoop W. Development of a mouse model to determine the systemic activity of potential flea-control compounds. Vet Parasitol. 2002 Mar 20;104(3):257-64. PubMed PMID: 11812623.
11: Manson ER, Malynicz GL. The use of cythioate in the treatment of demodectic mange in the dog. Aust Vet J. 1969 Nov;45(11):533-4. PubMed PMID: 5393090.
12: Yarborough JH, Yarborough JH 3rd. A clinical evaluation of cythioate, a new oral systemic parasiticide for dogs. Vet Med Small Anim Clin. 1968 Jun;63(6):584-6. PubMed PMID: 5185598.
13: Smith HG Jr, Goulding RL. Toxicological aspects of three organophosphorus compounds (Cythioate, Famphur, and Fenthion) in the host-ectoparasite system. J Econ Entomol. 1970 Oct;63(5):1640-6. PubMed PMID: 5488792.