N-Butylbenzenesulfonamide
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Basic information
- CAS
3622-84-2- Standard SMILES
CCCCNS(=O)(=O)c1ccccc1- InChIKey
IPRJXAGUEGOFGG-UHFFFAOYSA-N- Molecular formula
- C10H15NO2S
- Average molar mass
- 213.3 g/mol
- Monoisotopic mass
- 213.08234989
Overview
N-butylbenzenesulfonamide is a sulfonamide that is benzenesulfonamide substituted by a butyl group at the nitrogen atom. It has been isolated from the plant Prunus africana and has been shown to exhibit antiandrogenic activity. It has a role as a neurotoxin and a plant metabolite.
Names & identifiers
- Preferred name
- N-Butylbenzenesulfonamide
- IUPAC
- N-butylbenzenesulfonamide
- English name
- N-n-Butyl benzene sulfonamide
- Molecular formula
- C10H15NO2S
- Molecular weight
- 213.3
Names & synonyms
N-BUTYLBENZENESULFONAMIDE3622-84-2Plastomoll BMBBenzenesulfonamide, N-butyl-N-BUTYL-BENZENESULFONAMIDEPlasthall BSADellatol BBSN-ButylbenzenesulphonamideCetamoll BMBBenzenesulfonic acid butyl amideBM 4 (sulfonamide)Uniplex 214
Show more names
BBSAN-BBSAN-n-Butuniplex214cetamollbmbdellatolbbsPlasthal BSA
DTXSID7027540YO7UAW6717NSC-3536DTXCID907540CHEBI:44237222-823-6NBBSRefChem:829426
Database identifiers
- CAS
3622-84-2- PubChem CID
- 19241
- DTXSID
DTXSID7027540- ChEMBL
CHEMBL479880- ChEBI
CHEBI:44237- UNII
- YO7UAW6717
- EC Number
- 222-823-6
- Nikkaji
- J62.171D
Properties
Computed structural propertiesFilling in
- XLogP
- 2.1
- Topological polar surface area
- 54.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 237
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Sulfonamides
DrugsPharmaceuticals -> Listed in ZINC15
Polymers
Plastics -> Plasticisers
Plastics -> PUR; PA
PlasticizersPlasticizer
Physical Description
Liquid; Large Crystals; Other Solid
Colorless oily liquid with nearly no odor; [EPA ChAMP: Submission]
Collision Cross Section148.3 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7027540]
Physicochemical properties
- Melting point
- 83 °C · 83 °C(Solv: ethanol (64-17-5); water (7732-18-5))
- Boiling point
- 314 °C · 314 °C (lit.)
- Density
- 1.15 g/mL · 1.15 g/mL at 25 °C (lit.)
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 15.9% (97 of 609) of reports.
Warning
H373 (78.7%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
P260, P273, P319, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 609 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenesulfonamide, N-butyl-
Benzenesulfonamide, N-butyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonamide, N-butyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: N-butylbenzenesulphonamide (EC: 222-823-6)
Benzenesulfonamide, N-butyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Not an eye irritant in guinea pigs; Causes mild eye irritation in rabbits (classified by the EC as irritating); [IUCLID] A 28-day oral study of rats produced 100% mortality at the highest tested dose (1,000 mg/kg/day); Low frequency and severity of nerve fiber degeneration in the spinal cord and sciatic nerves, liver enlargement, hepatocyte hypertrophy, thymic atrophy at 150 mg/kg/day; No changes in functional performance observations, body weight/food consumption, or altered clinical biochemistry at 50 and 150 mg/kg/day (NOAEL of 50 mg/kg/day); [EPA ChAMP: Submission] Human inhalation of 3.7 mg/m3 causes conjunctive irritation and structural or functional changes in trachea or bronchi; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Toxic substances from microorganisms, plants or animals that interfere with the functions of the nervous system. Most venoms contain neurotoxic substances. Myotoxins are included in this concept.
Materials incorporated mechanically in plastics (usually PVC) to increase flexibility, workability or distensibility; due to the non-chemical inclusion, plasticizers leach out from the plastic and are found in body fluids and the general environment.
Uses & manufacturing
Uses
Used in the polymers and textile processing industries; Used as a plasticizer, smelting agent for moulding, and softener; [IUCLID] Used mainly as a plasticizer; [EPA ChAMP: Submission]
Textiles (Fiber & Fabric Manufacturing) [Category: Industry]
Plastics -> Typical concentration range in plastic materials -> 10.0 - 15.0%
N-Butyl benzenesulfonamide (NBBS), a plasticizer used commercially in the polymerization of polyamide compounds. It is neurotoxic and has been found to induce spastic myelopathy in rabbits.
U.S. Production2023: 1,000,000 - <5,000,000 lb
Consumer UsesPlasticizer
Industry UsesIntermediate
Use Classification
Plastics -> Polymer Type -> PUR; PA
Plastics -> Plasticisers
General Manufacturing Information
Adhesive Manufacturing
Benzenesulfonamide, N-butyl-: ACTIVE
Applications
N-Butylbenzenesulfonamide, is the labeled analogue of N-Butylbenzenesulfonamide, which is a plasticizer used commercially in the polymerization of polyamide compounds.
Related reactions
2 records
Compound notes
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