Basic information
- CAS
57-67-0- Standard SMILES
NC(N)=NS(=O)(=O)c1ccc(N)cc1- InChIKey
BRBKOPJOKNSWSG-UHFFFAOYSA-N- Molecular formula
- C7H10N4O2S
- Average molar mass
- 214.25 g/mol
- Monoisotopic mass
- 214.05244656
Overview
Sulfaguanidine is a sulfonamide incorporating a guanidine moiety used to block the synthesis of folic acid; mostly used in veterinary medicine. It has a role as an antiinfective agent.
Names & identifiers
- Preferred name
- Sulfaguanidine
- IUPAC
- 2-(4-aminophenyl)sulfonylguanidine
- English name
- Sulfaguanidine
- Molecular formula
- C7H10N4O2S
- Molecular weight
- 214.24
Names & synonyms
sulfaguanidine57-67-0SulphaguanidineSulfaguanidinSulfaguineSulfanilylguanidineSulfanilguanidineSulfoguanidineSulfaguanilSulfoguanilSulfoguanyl2-(4-aminophenyl)sulfonylguanidine
Show more names
SG4-amino-N-carbamimidoylbenzenesulfonamideSULFAQUANIDINESulphagunadineA-30750DAGDiactaSulgin
SulfaguanidinaSulfaguanidinumBenzenesulfonamide, 4-amino-N-(aminoiminomethyl)-SulginumDTXSID1023609NSC-140412-sulfanilylguanidineDTXCID103609
Database identifiers
- CAS
57-67-0- PubChem CID
- 5324
- DTXSID
DTXSID1023609- ChEMBL
CHEMBL338802- ChEBI
CHEBI:94621- UNII
- 15XQ8043FN
- EC Number
- 200-345-9
- Nikkaji
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 133 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 307
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics (Sulfonamide)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
PesticidesBiocide
LogP-1.22
Solubility>32.1 [ug/mL] (The mean of the results at pH 7.4)
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Collision Cross Section146.6 Ų [M-H]-
Physicochemical properties
- Melting point
- 190 · 190-193°C
- Boiling point
- 426.1 · 426.1±47.0 °C(Predicted)
- Density
- 1.3916 · 1.3916 (rough estimate)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.9% (4 of 81) of reports.
Warning
H315 (92.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 81 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
REACH registered substance: Sulfaguanidine (EC: 200-345-9)
Sulphaguanidine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzenesulfonamide, 4-amino-N-(aminoiminomethyl)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (92.6%)
Safety data
- F
- 10
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- WO8575000
- ridadr
- 3249
- hs_code
- 29350090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Mechanism of ActionSulfaguanidine is a sulfonamide antibacterial that inhibits dihydropteroate synthase (DHPS) by acting as a PABA analogue, blocking folate biosynthesis in susceptible microbes.
MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Uses & manufacturing
Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationBenzenesulfonamide, 4-amino-N-(aminoiminomethyl)-: ACTIVE
Applications
Uses1. It belongs to sulfa drugs and used for the treatment of bacillary dysentery and enteritis. 2. It can be used for the treatment of intestinal antibacterial infections such as bacterial dysentery enteritis and can also be used to prevent infection before bowel surgery. 3. It is the first-choice of drug for the treatment of leprosy, being suitable for the treatment of various types of leprosy and being able to alleviate the clinical symptoms. It can generally alleviate the mucosal lesions rapidly with the improvement of skin lesions occurring more slowly, with even slower rate in neuropathy, thereby leading to long course. It is easy to produce drug resistance and difficult to cure. In addition, it can also be used for the treatment of dermatitis herpetiformis, lupus, psoriasis, foot fungus disease and malaria. Its preparation is tablet.
UsesSulfonamide antibacterial.
UsesSulfaguanidine is a sulfonamide based antibiotic drug with potential application in veterinary medicine.
Related reactions
0 records
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Compound notes
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