Synonym
Quindoxin; NSC21653; NSC-21653 NSC 21653
IUPAC/Chemical Name
quinoxaline 1,4-dioxide
InChi Key
CKIHZSGJPSDCNC-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H6N2O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
SMILES Code
O=n(ccn1=O)c2c1cccc2
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
162.15
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: Suter W, Rosselet A, Knüsel F. Mode of action of quindoxin and substituted quinoxaline-di-N-oxides on Escherichia coli. Antimicrob Agents Chemother. 1978 May;13(5):770-83. doi: 10.1128/aac.13.5.770. PMID: 352264; PMCID: PMC352330.
2: Beutin L, Preller E, Kowalski B. Mutagenicity of quindoxin, its metabolites, and two substituted quinoxaline-di-N-oxides. Antimicrob Agents Chemother. 1981 Sep;20(3):336-43. doi: 10.1128/aac.20.3.336. PMID: 7030199; PMCID: PMC181697.
3: Zaynoun S, Johnson BE, Frain-Bell W. The investigation of quindoxin photosensitivity. Contact Dermatitis. 1976 Dec;2(6):343-52. doi: 10.1111/j.1600-0536.1976.tb03073.x. PMID: 1032128.
4: Hennessey TD, Edwards JR. Antibacterial properties of quindoxin: a new growth-promoting agent. Vet Rec. 1972 Feb 12;90(7):187-91. doi: 10.1136/vr.90.7.187. PMID: 4553051.
5: Frain-Bell W, Gardiner J. Photocontact dermatitis due to quindoxin. Contact Dermatitis. 1975 Aug;1(4):256-7. doi: 10.1111/j.1600-0536.1975.tb05411.x. PMID: 139237.
6: Voogd CE, van der Stel JJ, Jacobs JJ. The mutagenic action of quindoxin, carbadox, olaquindox and some other N-oxides on bacteria and yeast. Mutat Res. 1980 Jul;78(3):233-42. doi: 10.1016/0165-1218(80)90104-4. PMID: 7001216.
7: Scheutwinkel-Reich M, vd Hude W. Sister-chromatid exchange in Chinese hamster V79 cells exposed to quindoxin, carbadox and olaquindox. Mutat Res. 1984 Apr;139(4):199-202. doi: 10.1016/0165-7992(84)90128-3. PMID: 6717485.
8: de Vries H, Bojarski J, Donker AA, Bakri A, Beyersbergen van Henegouwen GM. Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties. Toxicology. 1990 Jul;63(1):85-95. doi: 10.1016/0300-483x(90)90071-n. PMID: 2382272.
9: Scott KW, Dawson TA. Photo-contact dermatitis arising from the presence of quindoxin in animal feeding stuffs. Br J Dermatol. 1974 May;90(5):543-6. doi: 10.1111/j.1365-2133.1974.tb06450.x. PMID: 4833790.
10: Inbaraj JJ, Motten AG, Chignell CF. Photochemical and photobiological studies of tirapazamine (SR 4233) and related quinoxaline 1,4-Di-N-oxide analogues. Chem Res Toxicol. 2003 Feb;16(2):164-70. doi: 10.1021/tx0256073. PMID: 12588187.