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97919-22-7

97919-22-7 structure
97919-22-7 structure
  • Name: Chloroquinoxaline sulfonamide
  • Chemical Name: 4-amino-N-(5-chloroquinoxalin-2-yl)benzenesulfonamide
  • CAS Number: 97919-22-7
  • Molecular Formula: C14H11ClN4O2S
  • Molecular Weight: 334.78100
  • Catalog: Signaling Pathways Cell Cycle/DNA Damage Topoisomerase
  • Create Date: 2016-08-10 08:27:56
  • Modify Date: 2024-01-18 16:18:52
  • Chloroquinoxaline sulfonamide (Chloroquinoxaline), a structural analogue of sulfaquinoxaline, is a topoisomerase II alpha/beta poison. Chloroquinoxaline sulfonamide is used to control coccidiosis in poultry, rabbit, sheep, and cattle[1]. Antitumor activity[2].
Name 4-amino-N-(5-chloroquinoxalin-2-yl)benzenesulfonamide
Synonyms Chlorsulfaquinoxaline
chloroquinoxaline sulfonamide
Sulfanilsaeure-(5-chlor-chinoxalin-2-ylamid)
4-Amino-N-(5-chloro-2-quinoxalinyl)benzenesulfonamide
5-Chloroquinoxaline-2-sulfanilamide
sulfanilic acid-(5-chloro-quinoxalin-2-ylamide)
Description Chloroquinoxaline sulfonamide (Chloroquinoxaline), a structural analogue of sulfaquinoxaline, is a topoisomerase II alpha/beta poison. Chloroquinoxaline sulfonamide is used to control coccidiosis in poultry, rabbit, sheep, and cattle[1]. Antitumor activity[2].
Related Catalog
Target

topoisomerase II alpha

topoisomerase II beta
In Vitro The Chloroquinoxaline sulfonamide IC50 for CV-1cells, obtained using an MTT cytotoxicity assay, was 1.8 mM. Chloroquinoxaline sulfonamide causes dose-dependent protein-DNA cross-links to CV-1 monkey kidney cell chromosomal DNA when drug treatment was terminated by lysis with GuHCl. Chloroquinoxaline sulfonamide-induced protein-DNA cross-links in CV-1 cells. Chloroquinoxaline sulfonamide-induced topoisomerase II-DNA cross-links[1]. Chloroquinoxaline sulfonamide (Chloroquinoxaline), a chlorinated derivative of sulfaquinoxaline, inhibits proliferation of murine B16 melanoma cells, but only when relatively high drug concentrations (1 mM) are used[2]. Cell Proliferation Assay[2] Cell Line: B16 murine melanoma cells Concentration: 10 μM, 100 μM, 1 mM Incubation Time: 24, 48, 72 hours Result: Inhibited proliferation of murine B16 melanoma cells, but only when relatively high drug concentrations (1 mM) were used.
References

[1]. Gao H, et al. Chloroquinoxaline sulfonamide (NSC 339004) is a topoisomerase IIalpha/beta poison. Cancer Res. 2000 Nov 1;60(21):5937-40.

[2]. Branda RF, et al. Cellular pharmacology of chloroquinoxaline sulfonamide and a related compound in murine B16 melanoma cells. Biochem Pharmacol. 1988 Dec 1;37(23):4557-64.
Density 1.569g/cm3
Boiling Point 576.3ºC at 760mmHg
Molecular Formula C14H11ClN4O2S
Molecular Weight 334.78100
Flash Point 302.3ºC
Exact Mass 334.02900
PSA 106.35000
LogP 4.40120
Index of Refraction 1.734

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DA9467000
CHEMICAL NAME :
Benzenesulfonamide, 4-amino-N-(5-chloro-2-quinoxalinyl)-
CAS REGISTRY NUMBER :
97919-22-7
BEILSTEIN REFERENCE NO. :
0312075
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C14-H11-Cl-N4-O2-S
MOLECULAR WEIGHT :
334.80

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
600 mg/kg
TOXIC EFFECTS :
Gastrointestinal - other changes Skin and Appendages - primary irritation (after topical exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB87-128658
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
607 mg/kg
TOXIC EFFECTS :
Gastrointestinal - other changes Skin and Appendages - primary irritation (after topical exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB87-128658
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
12 mg/kg
TOXIC EFFECTS :
Gastrointestinal - other changes Skin and Appendages - primary irritation (after topical exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB87-128658 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
600 mg/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB87-128658
HS Code 2935009090
21745-41-5 structure

21745-41-5

~%

97919-22-7 structure

97919-22-7
Literature: Wolf et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 6,7
121-60-8 structure

121-60-8

~%

97919-22-7 structure

97919-22-7
Literature: Wolf et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 6,7
55687-05-3 structure

55687-05-3

~%

97919-22-7 structure

97919-22-7
Literature: Wolf et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 6,7
Precursor  3

DownStream  0

HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

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