CAS 80-32-0|sulfachloropyridazine|SULFACHLOROPYRIDAZINE|4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide|4-Amino-N-[6-chloro-3-pyridazinyl]-benzenesulfonamide|Sulfachloropyridazine|4-氨基-N-(...

General Information

Structure

Molecular Formula

C₁₀H₉ClN₄O₂S

Molecular Mass

284.72206

Exact Mass

284.01347423

Charge

InChI

InChI=1S/C10H9ClN4O2S/c11-9-5-6-10(14-13-9)15-18(16,17)8-3-1-7(12)2-4-8/h1-6H,12H2,(H,14,15)

InChIKey

XOXHILFPRYWFOD-UHFFFAOYSA-N

Canonic Smiles

Nc1ccc(cc1)S(=O)(=O)Nc1ccc(nn1)Cl

Isomeric Smiles

c1(S(=O)(=O)Nc2ccc(nn2)Cl)ccc(cc1)N

Calculated Properties

JChem

Acid pKa

6.59534

H Acceptors

H Donor

LogD (pH = 5.5)

0.82350135

LogD (pH = 7.4)

0.22266842

Log P

0.85322213

Molar Refractivity

71.4766

Polarizability

26.594187

Polar Surface Area

97.97

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

sulfachloropyridazine 4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide

Synonyms

SULFACHLOROPYRIDAZINE4-Amino-N-[6-chloro-3-pyridazinyl]-benzenesulfonamideSulfachloropyridazine4-氨基-N-(6-氯-3-哒嗪基)苯磺酰胺磺胺氯哒嗪SulfachlorpyridazineNefrosulSodium SulfachlorpyridazineSulfachlorpyridazine Sodium Sulfachloropyridazine Sodium3-Chloro-6-sulfanilamidopyridazine SodiumSonilyn4-Amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamideSodium Sulfachloropyridazine4-Amino-N-(6-chloro-3-pyridazinyl)-benzenesulfonamide SodiumVetisulideVetisulidSulfachlorpyridazine Sodium SaltPrinzoneN1-(6-Chloro-3-pyridazinyl)sulfanilamide Monosodium Salt4-Amino-N-(6-chloropyridazin-3-yl)-benzenesulfonamide

IUPAC name

4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide

Names and Identifiers

Registration numbers

PubChem SID

1620618522489986024870436

PubChem CID

MDL Number

Beilstein Number

CAS Number

EC Number

Registration numbers

Properties

Pharmacology Properties

Folic acid biosynthesis antagonist

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02156705

Purity: 98%

Sigma Aldrich

S9882

Application
Sulfachloropyridazine is a sulfonamide antibiotic that is used to study kinetics, reaction pathways and toxicity evolution1. Sulfachloropyridazine has been used to treat acute urinary tract infections in pediatric patients2.
Biochem/physiol Actions
Sulfachloropyridazine is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfachloropyridazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid3. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis. Sulfachloropyridazine is rapidly absorbed and rapidly excreted in the urine4.

46778

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

TRC

S689060

Sulfachlorpyridazine is an antibacterial compound.

Molecule Details

References

PubChem Literature

From Data Sources

• Wammer, K.: Environ. Toxicol. Chem. 25, 1480 (2006).

• Krueger-Theimer, E. et al., Arzneim.-Forsch., 1965, 15, 1309, (pharmacol)

• U.S. Pat., 1957, Cyanamid, 2 790 798; CA, 51, 15610i, (synth, pharmacol)