4-bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide

• ChemBase ID: 154362
• Molecular Formular: C16H13BrN2O2S
• Molecular Mass: 377.25562
• Monoisotopic Mass: 375.98811067
• SMILES: c1ccc2c(c1)c(ccc2Br)S(=O)(=O)NCc1ccccn1
• Canonical SMILES: Brc1ccc(c2c1cccc2)S(=O)(=O)NCc1ccccn1
• InChI: InChI=1S/C16H13BrN2O2S/c17-15-8-9-16(14-7-2-1-6-13(14)15)22(20,21)19-11-12-5-3-4-10-18-12/h1-10,19H,11H2
• InChIKey: GJSDYQXOSHKOGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide
• IUPAC Traditional name: 4-bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide
• Synonyms: 4-Bromo-N-(2-pyridinylmethyl)-1-napthalenesulfonamide; 4-Bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide; Pyrabactin

Database IDs

• CAS Number: 419538-69-5
• MDL Number: MFCD01116067
• PubChem SID: 162248501
• PubChem CID: 1125790

CALCULATED PROPERTIES

• Acid pKa: 9.347973
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1324186
• LogD (pH = 7.4): 3.1449258
• Log P: 3.1494546
• Molar Refractivity: 89.1191 cm^3
• Polarizability: 36.34602 Å^3
• Polar Surface Area: 59.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 22-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H13BrN2O2S

DETAILS

Sigma Aldrich - B3438

Biochem/physiol Actions
Pyrabactin is a synthetic plant growth inhibitor that acts as a seed-selective abscisic acid (ABA) agonist. Pyrabactin acts through Pyrabactin Resistance 1 (PYR1), the founding member of a family of START proteins called PYR/PYLs, which are necessary for both pyrabactin and ABA signaling in vivo. Eventually, it is hoped to lead to a compound that could be sprayed on crops to protect them from drought.