1-benzyl-4-(4-chloro-2-nitrobenzenesulfonyl)piperazine

• ChemBase ID: 154102
• Molecular Formular: C17H18ClN3O4S
• Molecular Mass: 395.86052
• Monoisotopic Mass: 395.07065475
• SMILES: c1ccc(cc1)CN1CCN(CC1)S(=O)(=O)c1ccc(cc1[N+](=O)[O-])Cl
• Canonical SMILES: Clc1ccc(c(c1)[N+](=O)[O-])S(=O)(=O)N1CCN(CC1)Cc1ccccc1
• InChI: InChI=1S/C17H18ClN3O4S/c18-15-6-7-17(16(12-15)21(22)23)26(24,25)20-10-8-19(9-11-20)13-14-4-2-1-3-5-14/h1-7,12H,8-11,13H2
• InChIKey: ZNLVYSJQUMALEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-4-(4-chloro-2-nitrobenzenesulfonyl)piperazine
• IUPAC Traditional name: 1-benzyl-4-(4-chloro-2-nitrobenzenesulfonyl)piperazine
• Synonyms: 1-(4-Chloro-2-nitrophenyl)sulfonyl-4-benzylpiperazine;; 1-[(4-Chloro-2-nitrophenyl)sulfonyl]-4-(phenylmethyl)-piperazine; RN-1747

Database IDs

• CAS Number: 1024448-59-6
• MDL Number: MFCD04154169
• PubChem SID: 162248241
• PubChem CID: 5068295

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.5545905
• LogD (pH = 7.4): 3.1268244
• Log P: 3.1422503
• Molar Refractivity: 100.8015 cm^3
• Polarizability: 39.007866 Å^3
• Polar Surface Area: 86.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: light yellow to light tan powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H18ClN3O4S

DETAILS

Sigma Aldrich - R1033

Biochem/physiol Actions
TRPV4, a close relative of the vanilloid receptor TRPV1, is activated by diverse modalities such as endogenous lipid ligands, hypotonicity, protein kinases and, possibly, mechanical inputs. TRPV4 is a nociceptor playing an important role in inflammatory and neuropathic mechanical hyperalgesia in rodent models apparently specifically activated under pathological conditions.