Basic information
- CAS
127-71-9- Standard SMILES
Nc1ccc(S(=O)(=O)NC(=O)c2ccccc2)cc1- InChIKey
PBCZLFBEBARBBI-UHFFFAOYSA-N- Molecular formula
- C13H12N2O3S
- Average molar mass
- 276.31 g/mol
- Monoisotopic mass
- 276.05686342
Overview
Sulfabenzamide is a sulfonamide containing a benzamido substituent on nitrogen. An antibacterial/antimicrobial, it is often used in conjunction with sulfathiazole and sulfacetamide as a topical, intravaginal antibacterial preparation. It has a role as an antimicrobial drug and an antibacterial drug. It is a member of benzenes, a sulfonamide and a sulfonamide antibiotic.
Names & identifiers
- Preferred name
- Sulfabenzamide
- IUPAC
- N-(4-aminophenyl)sulfonylbenzamide
- English name
- Sulfabenzamide
- Molecular formula
- C13H12N2O3S
- Molecular weight
- 276.31
Names & synonyms
sulfabenzamide127-71-9N-SulfanilylbenzamideSulfabenzideSulfabenzoylamideSulfabenzidN-(4-aminophenyl)sulfonylbenzamideN-BenzoylsulfanilamideSulfabenzamidaSulfamylbenzamideBenzamide, N-[(4-aminophenyl)sulfonyl]-Sulfabenzamidum
Show more names
SBNSC 74587NSC 74587GSulfabenzaMid.Sulfabenzamide>Sulfabenzamide(SB)
N-(4-Aminobenzenesulfonyl)benzamideBenzamide, N-((4-aminophenyl)sulfonyl)-DTXSID7045287G58F8OPL4INSC-74587Triple sulfa (sulfabenzamide)CHEBI:94677DTXCID5025287
Database identifiers
- CAS
127-71-9- PubChem CID
- 5319
- DTXSID
DTXSID7045287- ChEMBL
CHEMBL1243- ChEBI
CHEBI:94677- UNII
- G58F8OPL4I
- EC Number
- 204-859-4
- Nikkaji
- J5.400C
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 97.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 402
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Antibiotics
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP1.46
Human Drugs
FDA approved drugs -> Active ingredient
Pharmaceuticals
Collision Cross Section
158.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
168.39 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 180 · 180-184 °C
- Density
- 1.3261 · 1.3261 (rough estimate)
- refractive index
- 1.636 · 1.6360 (estimate)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
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 25% (1 of 4) of reports.
Warning
H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P261, P264+P265, P271, P280, P304+P340, P305+P351+P338, P319, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (75%)
Toxicology
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
sulfabenzamide
DILI Negative
DOI:10.1016/j.drudis.2019.09.022
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CV5802500
- ridadr
- 3249
- hs_code
- 29350090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- hazard_class
- 6.1(b)
Chemistry & industry
Uses & manufacturing
Use ClassificationPharmaceuticals
General Manufacturing InformationBenzamide, N-[(4-aminophenyl)sulfonyl]-: INACTIVE
Applications
UsesIt is used for the same indications, primarily in the form of ointments for vaginal infections. A synonym of this drug is sulfabenzide.
UsesHas anti-bacterial activity.
General DescriptionChemical structure: sulfonamide
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Related reactions
5 records
Compound notes
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