5-bromo-2-(2H-tetrazol-5-yl)pyridine RC00200

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Tedizolid 】

【 Providing a complete set of intermediates and impurities for Tedizolid 】

【 Providing a complete set of intermediates and impurities for Tedizolid 】

Here is a detailed product specification for  5-Bromo-2-(2H-tetrazol-5-yl)pyridine (CAS 380380-60-9) :

Chemical Identification

Chemical Name:  5-Bromo-2-(2H-tetrazol-5-yl)pyridine

Synonyms: 5-(5-Bromopyridin-2-yl)-1H-tetrazole;5-(5-Bromopyridin-2-yl)tetrazole; 5-Bromo-2-(1H-tetrazol-5-yl)pyridine (common tautomer reference)

CAS Registry Number:  380380-60-9

Molecular Formula:  C₆H₄BrN₅

Molecular Weight:  226.04 g/mol

Canonical SMILES:  Brc1ccc(nc1)c2nn[nH]n2

InChI:  InChI=1S/C6H4BrN5/c7-4-1-2-5(9-3-4)6-8-10-12-11-6/h1-3H,(H,8,10,11,12)

InChI Key:  WQZRDSQWFKQKQJ-UHFFFAOYSA-N

Physical and Chemical Properties

Appearance:  Typically supplied as an off-white to beige or light yellow crystalline powder or solid.

Melting Point:  ~180-184 °C (Often reported with decomposition).

Solubility:

Soluble:  Dimethyl sulfoxide (DMSO), Dimethylformamide (DMF), Methanol (MeOH), Ethanol (EtOH), Acetonitrile (MeCN) - often with mild heating/sonication.

Sparingly Soluble/Poorly Soluble:  Water, Ethyl acetate (EtOAc), Dichloromethane (DCM), Chloroform, Hexanes, Toluene.

Stability:  Stable under recommended storage conditions.  Moisture sensitive.  May be sensitive to prolonged exposure to light and air/oxygen.  Potentially explosive  under certain conditions (shock, friction, heat, confinement) due to the tetrazole moiety -  HANDLE WITH UTMOST CARE .

Spectroscopic Data (Typical)

1H NMR (400 MHz, DMSO-d6):  δ 9.10 (d, J = 2.4 Hz, 1H), 8.48 (dd, J = 8.4, 2.4 Hz, 1H), 8.12 (d, J = 8.4 Hz, 1H) [Tetrazole NH often broad and exchangeable, may not be visible or appears ~16.5 ppm].

13C NMR (100 MHz, DMSO-d6):  δ 154.5 (C), 151.2 (CH), 143.1 (C), 138.1 (C), 127.9 (CH), 121.5 (CH).

LC-MS (ESI+):  m/z 226.0/228.0 [M+H]⁺ (1:1 isotope pattern characteristic of Bromine).

Handling and Safety

Hazard Statements (GHS):

H228:  Flammable solid (Due to organic nature and potential explosivity of tetrazole).

H302:  Harmful if swallowed.

H315:  Causes skin irritation.

H319:  Causes serious eye irritation.

H335:  May cause respiratory irritation.

H400:  Very toxic to aquatic life.

(Potential EUH Statements):  EUH001 (Explosive when dry), EUH006 (Danger of explosion with/without contact with air) -  CRITICAL CONSIDERATION due to tetrazole group.

Precautionary Statements (GHS):

P210:  Keep away from heat/sparks/open flames/hot surfaces. No smoking.

P240:  Ground/bond container and receiving equipment.

P241:  Use explosion-proof electrical/ventilating/lighting/equipment.

P261:  Avoid breathing dust/fume/gas/mist/vapours/spray.

P264:  Wash skin thoroughly after handling.

P270:  Do not eat, drink or smoke when using this product.

P271:  Use only outdoors or in a well-ventilated area.

P273:  Avoid release to the environment.

P280:  Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312:  IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.

P302+P352:  IF ON SKIN: Wash with plenty of soap and water.

P305+P351+P338:  IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P312:  Call a POISON CENTER or doctor/physician if you feel unwell.

P330:  Rinse mouth.

P370+P378:  In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.  DO NOT USE WATER.

P391:  Collect spillage.

P403+P233:  Store in a well-ventilated place. Keep container tightly closed.

P405:  Store locked up.

P501:  Dispose of contents/container to an approved waste disposal plant.

Safety Data Sheet (SDS):   MUST  be consulted prior to handling. Contains critical safety, handling, disposal, and first-aid information.

Handling Precautions:  Handle only in a fume hood. Wear appropriate PPE (lab coat, safety goggles, chemical-resistant gloves - e.g., nitrile). Avoid contact with skin, eyes, and clothing. Avoid inhalation of dust. Avoid generating dust.  NEVER subject to grinding, impact, friction, or excessive heat.  Keep away from incompatible materials (strong oxidizing agents, strong acids, strong bases). Use non-sparking tools.

Storage

Conditions:  Store in a  cool, dry, well-ventilated place.  Keep container  tightly closed  and protected from light and moisture.  Store under inert atmosphere (Nitrogen or Argon) is highly recommended.  Store  away from heat, sparks, open flames, and other ignition sources.

Temperature:  Store at  2-8°C (refrigerated)  for long-term stability. Short-term storage at room temperature may be acceptable if kept dry and under inert atmosphere.  Follow supplier recommendations.

Shelf Life:  Typically 12-24 months when stored properly under recommended conditions.

Applications (Primary Use)

Pharmaceutical Intermediate:  Crucial building block in medicinal chemistry for synthesizing drug candidates, particularly kinase inhibitors and other bioactive molecules targeting various diseases (e.g., oncology, inflammation).

Agrochemical Intermediate:  Used in the synthesis of novel pesticides or herbicides.

Material Science:  Potential precursor for functional materials (e.g., ligands for catalysts, components in OLEDs).

Chemical Biology:  Useful as a probe or tag component.

Key Features:  The bromine atom is a versatile handle for  cross-coupling reactions  (e.g., Suzuki, Stille, Sonogashira). The tetrazole group acts as a  carboxylic acid bioisostere , mimicking the carboxylate group in drug-target interactions while offering improved metabolic stability, membrane permeability, and altered physicochemical properties.