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halazone

Names

[ CAS No. ]:
80-13-7

[ Name ]:
halazone

[Synonym ]:
Pantocide
Benzoesaeure-(sulfonsaeure-(4)-dichloramid)
Gynamide
EINECS 201-253-1
Zeptabs
p-Dichlorsulfamid-benzoesaeure
Halazon
Pantosid
Pentocid
4-dichlorosulfamoyl-benzoic acid
PANTOCID
4-Dichlorsulfamoyl-benzoesaeure
Halozone
MFCD00045858
4-[(dichloroamino)sulfonyl]-benzoic acid

Biological Activity

[Description]:

Halazone is an atypical antimicrobial sulfonamide derivative and a carbonic anhydrase II inhibitor with a Kd value of 1.45 µM. Halazone protects sodium channels from inactivation. Halazone is widely used for disinfection of drinking water[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel
Research Areas >> Infection
Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Halazone is chemically closely related to Chloramine-T, the nitrogen atom is linked with two instead of one chlorine atom and, certainly more important here, a methyl group is replaced by a carboxyl group. The effect of Halazone on the sodium current is studied in voltage-clamped single nerve fibers of the frog. The oxidant Halazone drastically inhibits inactivation[1].

[References]

[1]. M Rack, et al. Effects of Some Chemical Reagents on Sodium Current Inactivation in Myelinated Nerve Fibers of the Frog. Biophys J. 1986 Oct;50(4):557-64.

[2]. Rema Iyer, et al. Inhibition Profiling of Human Carbonic Anhydrase II by High-Throughput Screening of Structurally Diverse, Biologically Active Compounds. J Biomol Screen. 2006 Oct;11(7):782-91.

Chemical & Physical Properties

[ Density]:
1.717 g/cm3

[ Boiling Point ]:
437ºC at 760 mmHg

[ Melting Point ]:
213ºC

[ Molecular Formula ]:
C7H5Cl2NO4S

[ Molecular Weight ]:
270.09000

[ Flash Point ]:
218.1ºC

[ Exact Mass ]:
268.93200

[ PSA ]:
83.06000

[ LogP ]:
2.76390

[ Stability ]:
Stable, but may be light sensitive. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DG8050000
CHEMICAL NAME :
Benzoic acid, p-(dichlorosulfamoyl)-
CAS REGISTRY NUMBER :
80-13-7
BEILSTEIN REFERENCE NO. :
2740018
LAST UPDATED :
199710
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C7-H5-Cl2-N-O4-S
MOLECULAR WEIGHT :
270.09
WISWESSER LINE NOTATION :
QVR DSWNGG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - chronic pulmonary edema Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
15 gm/kg/40D-C
TOXIC EFFECTS :
Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
5800 mg/kg/5W-I
TOXIC EFFECTS :
Gastrointestinal - alteration in gastric secretion Blood - pigmented or nucleated red blood cells

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
6666 ug/plate
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 8(Suppl 7),1,1986 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Hazard Codes ]:
T+

[ RIDADR ]:
1479

[ WGK Germany ]:
3

[ RTECS ]:
DG8050000

[ Packaging Group ]:
III

[ Hazard Class ]:
5.1

[ HS Code ]:
2935009090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ 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%