AZD1656 - Moligand™,≥98% , CAS No.919783-22-5

CAS: 919783-22-5 Cat. No.: A647970 Formula: C24H26N6O5 Molecular Weight: 478.50 EC Number: 680-412-0 PubChem CID: 16039797
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
Synonyms
(S)-3-(5-(Azetidine-1-carbonyl)pyrazin-2-yloxy)-5-(1-methoxypropan-2-yloxy)-N-(5-methylpyrazin-2-yl)benzamide | BA171838 | 3-((5-(AZETIDIN-1-YLCARBONYL)PYRAZIN-2-YL)OXY)-5-((1S)-2-METHOXY-1-METHYLETHOXY)-N-(5-METHYLPYRAZIN-2-YL)BENZAMIDE | DB14810 | 3-[5-
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
USA
Germany (EU)*
Price
Qty
1mg
A647970-1mg
Made to order · 8–12 wks
$69.90
5mg
A647970-5mg
Made to order · 8–12 wks
$179.90
10mg
A647970-10mg
Made to order · 8–12 wks
$319.90
25mg
A647970-25mg
Made to order · 8–12 wks
$639.90
50mg
A647970-50mg
Made to order · 8–12 wks
$899.90
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™,≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

AZD1656 is a potent and selective glucokinase activator with an EC50 of 60 nM. AZD1656 has the potential for type 2 diabetes research.

Specifications

Synonyms
(S)-3-(5-(Azetidine-1-carbonyl)pyrazin-2-yloxy)-5-(1-methoxypropan-2-yloxy)-N-(5-methylpyrazin-2-yl)benzamide | BA171838 | 3-((5-(AZETIDIN-1-YLCARBONYL)PYRAZIN-2-YL)OXY)-5-((1S)-2-METHOXY-1-METHYLETHOXY)-N-(5-METHYLPYRAZIN-2-YL)BENZAMIDE | DB14810 | 3-[5-
Specifications & Purity
Moligand™,≥98%
Biochemical and Physiological Mechanisms
AZD1656 is a potent, selective and orally active glucokinase activator with an EC 50 of 60 nM. AZD1656 has the potential for type 2 diabetes research.
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
ACTIVATOR
Purity
≥98%
Product Properties
ALogP1.3
Names and Identifiers
Canonical SmilesCC1=CN=C(C=N1)NC(=O)C2=CC(=CC(=C2)OC(C)COC)OC3=NC=C(N=C3)C(=O)N4CCC4
IUPAC Name3-[5-(azetidine-1-carbonyl)pyrazin-2-yl]oxy-5-[(2S)-1-methoxypropan-2-yl]oxy-N-(5-methylpyrazin-2-yl)benzamide
InChIKeyFJEJHJINOKKDCW-INIZCTEOSA-N
INCHI1S/C24H26N6O5/c1-15-10-27-21(12-25-15)29-23(31)17-7-18(34-16(2)14-33-3)9-19(8-17)35-22-13-26-20(11-28-22)24(32)30-5-4-6-30/h7-13,16H,4-6,14H2,1-3H3,(H,27,29,31)/t16-/m0/s1
Isomeric SMILES CC1=CN=C(C=N1)NC(=O)C2=CC(=CC(=C2)O[C@@H](C)COC)OC3=NC=C(N=C3)C(=O)N4CCC4
Alternate CAS 919783-22-5
PubChem CID 16039797
MeSH Entry Terms AZD1656
Molecular Weight 478.50

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassEthers
Intermediate Tree Nodes Not available
Direct ParentDiarylethers
Alternative Parents Benzamides  Pyrazinecarboxamides  2-heteroaryl carboxamides  Benzoyl derivatives  Phenol ethers  Phenoxy compounds  Alkyl aryl ethers  Imidolactams  Heteroaromatic compounds  Tertiary carboxylic acid amides  Azetidines  Secondary carboxylic acid amides  Dialkyl ethers  Azacyclic compounds  Organic oxides  Hydrocarbon derivatives  Organonitrogen compounds  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Diaryl ether - Benzamide - Benzoic acid or derivatives - Pyrazinecarboxamide - Pyrazine carboxylic acid or derivatives - 2-heteroaryl carboxamide - Phenoxy compound - Benzoyl - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Imidolactam - Benzenoid - Pyrazine - Heteroaromatic compound - Tertiary carboxylic acid amide - Azetidine - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Dialkyl ether - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
GCK Tchem Glucokinase (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Gck Hexokinase type IV (278 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Canis familiaris (36305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilityDMSO : 250 mg/mL (522.47 mM; Need ultrasonic)
Molecular Weight478.500 g/mol
XLogP31.300
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Exact Mass478.196 Da
Monoisotopic Mass478.196 Da
Topological Polar Surface Area129.000 Ų
Heavy Atom Count35
Formal Charge0
Complexity710.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
Reviews

Customer Reviews

Application Protocols

Only tested/validated application details from the product listing may be included here.

  • Tested applications, recommended dilutions, and positive controls: Not specified for this item; refer to CoA/Spec Sheet.

General note: For planning purposes, see “Biological Roles” and “Solvent Selection” for generic considerations on stock preparation and assay vehicle limits. Develop assay-specific protocols internally and validate empirically.

Biological Roles

Literature context (no medical claims):

  • AZD1656 is described in the literature as a small-molecule modulator of glucokinase (hexokinase IV), a key enzyme that catalyzes the phosphorylation of glucose to glucose-6-phosphate in hepatocytes and pancreatic β-cells. Modulation of glucokinase activity influences glycolytic flux, glycogen synthesis, and glucose-stimulated insulin secretion.
  • Utility as a tool compound: Researchers employ AZD1656 to interrogate glucose-sensing pathways, evaluate enzyme kinetics (e.g., effects on S0.5, kcat, or cooperativity), and benchmark new chemical matter targeting glucokinase.
  • Selectivity considerations: When profiling enzyme selectivity, it is standard to compare activity across hexokinase isoforms I–III versus glucokinase, and to assess off-target effects on kinases or metabolically linked enzymes (literature best practice).

Experimental notes (general):

  • Dosing windows in biochemical assays often span from low nanomolar to mid-micromolar, constrained by solubility and assay vehicle limits; define the upper bound empirically to avoid aggregation artifacts.
  • In cell studies, titrate DMSO vehicle controls carefully and monitor mitochondrial readouts (e.g., ATP, OCR/ECAR) to separate on-target metabolic effects from solvent or off-target perturbations.

Item-specific biological data (potency, EC50/IC50, selectivity): Not specified for this item; refer to primary literature and the CoA/Spec Sheet.

Buffer Applications

This product is not a buffering agent. However, buffers are central to its use in biochemical and cell-based assays.

General guidance:

  • Enzyme assays: Use a neutral pH buffer compatible with glucokinase assays (e.g., 50 mM HEPES or Tris, pH 7.4–7.8) containing Mg2+ and K+ as required by the coupled detection system. Maintain final DMSO ≤1% (v/v).
  • Additives: 0.01–0.05% nonionic surfactant and 0.1% BSA can minimize adsorption/aggregation for hydrophobic ligands; verify no interference with readouts.
  • Solubility on dilution: Pre-dilute the DMSO stock 10–20× in buffer while vortexing to prevent local supersaturation and precipitation.

Item-specific buffer compatibility: Not specified for this item; refer to CoA/Spec Sheet.

Green Alternatives

Green chemistry considerations are not typically applicable to a bioactive tool compound used at micromole-to-milligram scales. Environmental impact is better managed through solvent and process choices rather than substitution of the active itself.

  • Preferred stock solvent: DMSO (widely used, recyclable in larger labs). Consider minimizing DMF/MeCN where possible.
  • Aqueous systems: Maximize buffer content and minimize organic cosolvent in biological assays consistent with compound solubility and assay tolerance.
  • Waste minimization: Use small-volume, high-concentration stocks and dispense via positive-displacement or acoustic dosing to reduce plastic waste and solvent use.

Substitution of AZD1656 with a “greener” molecule is not meaningful for mechanism-driven studies; instead, apply green lab practices in handling, dosing, and disposal.

Pharmaceutical Uses

Formulation/CMC context for research only (no therapeutic claims):

  • AZD1656 is a code-named discovery compound described in the literature for modulation of glucokinase. In preclinical and formulation research, such compounds are often explored for oral exposure potential, permeability, and metabolic stability; none of these attributes are specified for this item.
  • Excipient compatibility screening (general): Solubilization using cyclodextrins, lipid-based vehicles, or pH-adjusted cosolvent systems is commonly evaluated during early PK studies. Any such use must be restricted to non-clinical research.

Regulatory and compendial status:

  • Not a pharmacopeial substance to our knowledge; no USP/EP monographs are implied by this Moligand™ listing.

Item-specific formulation properties (polymorphs, particle size, hygroscopicity): Not specified for this item; refer to CoA/Spec Sheet.

Research use only. Not for human or veterinary use.

Physical Properties

Item-specific physicochemical specifications are not provided in the Product Data.

  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
  • Melting point: Not specified for this item; refer to CoA/Spec Sheet.
  • Boiling point: Not applicable for most solid tool compounds; Not specified for this item; refer to CoA/Spec Sheet.
  • Density: Not specified for this item; refer to CoA/Spec Sheet.
  • LogP/logD: Not specified for this item; refer to CoA/Spec Sheet.
  • pKa: Not specified for this item; refer to CoA/Spec Sheet.
  • Solubility: Not specified for this item; refer to CoA/Spec Sheet.
  • UV/Vis characteristics: Not specified for this item; refer to CoA/Spec Sheet.

General/literature guidance for bioactive screening compounds of this class:

  • Stock preparation is commonly performed in anhydrous DMSO (e.g., 10–50 mM) due to broad solvency; aqueous buffers are typically used only after dilution to ≤1% DMSO (v/v) to maintain solubility and biological compatibility.
  • If the compound contains aromatic chromophores (common in enzyme modulators), expect moderate UV absorption near 254–280 nm (literature, compound-class dependent); verify with a quick scan before HPLC quantitation.
  • Hygroscopicity and polymorphism can influence apparent solubility; equilibrate to room temperature in a desiccator before opening and record any phase changes during method development.
Quality & Grades
  • Grade/Purity: Moligand™ (provided).

What Moligand™ typically implies (general information):

  • Moligand™-designated items are intended for molecular screening, target validation, and SAR exploration in discovery workflows. Such offerings are commonly supported by identity confirmation (e.g., LC–MS/HRMS, NMR) appropriate for screening libraries and tool compounds.
  • UV cleanliness, residual solvent levels, and inorganic impurities are managed for research use; however, pharmaceutical GMP, clinical, or cGMP specifications are not implied.

Item-specific specifications:

  • Purity, residual solvent content, metal limits, water content, and stabilizers: Not specified for this item; refer to CoA/Spec Sheet.

Best practices for quality assurance:

  • Verify batch identity against CoA (e.g., LC–MS retention time and mass match) before inclusion in screening decks.
  • For quantitative biology (e.g., potency shifts between lots), perform a quick qNMR or HPLC area-% check to confirm material consistency.
  • Record lot numbers and maintain frozen aliquots to minimize freeze–thaw and adventitious hydrolysis/oxidation across campaigns.
Reaction & Applications

This compound is supplied as a bioactive small molecule tool and is not typically employed as a reagent, catalyst, or solvent in synthetic transformations.

  • Not commonly used in Grignard, cross-coupling, or other named synthetic reactions as a functional reagent.
  • For researchers in chemical biology and enzymology, AZD1656 can serve as a reference/positive-control small molecule in biochemical or cell-based studies investigating carbohydrate metabolism pathways (literature). See “Biological Roles” and “Application Protocols” for relevant guidance.

If derivatization is desired for probe development:

  • Without an authenticated structure, no specific functional-handle strategy can be recommended in this listing. Obtain the verified structure (CoA/Spec Sheet) before planning linkers, bioorthogonal tags, or photoaffinity groups.

Item-specific reactivity data: Not specified for this item; refer to CoA/Spec Sheet.

Reaction Conditions

Not applicable. AZD1656 is a bioactive tool compound and is not generally employed as a reagent or catalyst in chemical reactions.

If chemical modification is undertaken for probe development, adopt standard conditions appropriate to the verified functional groups once the authenticated structure is obtained from the CoA/Spec Sheet.

Safety & Handling

Safety data specific to this item are not provided in the Product Data; consult the SDS for authoritative information.

  • GHS Classification/Pictograms/Signal Word/H-Statements: Not specified for this item; refer to SDS.
  • General hazards (class-based, literature): Small-molecule research compounds may cause irritation upon contact, and the toxicological profile is often incompletely characterized. Handle as a substance of unknown toxicity.

Practical precautions:

  • Engineering controls: Work in a fume hood when weighing, dissolving, or handling powders and concentrated DMSO stocks.
  • PPE: Lab coat, nitrile gloves (double-glove for DMSO handling), safety glasses. Avoid skin contact—many bioactives are DMSO-permeable.
  • Incompatibilities: Avoid strong oxidizers and reactive acylating/alkylating agents unless part of a controlled synthesis; keep away from ignition sources when using organic solvents.
  • First aid (overview; defer to SDS): Skin/eye contact—rinse with water for 15 minutes; inhalation—move to fresh air; ingestion—rinse mouth, seek medical attention.
  • Spill/cleanup: Absorb DMSO solutions with inert material; avoid aerosolization of powders; decontaminate surfaces with appropriate solvent followed by detergent and water.

Special notes:

  • For enzyme/cell assays, filter-sterilize working dilutions through 0.22 µm if sterility is required. Dispose of bioactive waste as hazardous organic waste.
  • Research use only. Not for human or veterinary use.
Solvent Selection

This product is a bioactive small molecule rather than a routine reaction solvent. Selection focuses on stock preparation and assay compatibility.

General guidance (literature/practice-based):

  • Primary solvent: DMSO is typically preferred for preparing concentrated stocks (e.g., 10–50 mM) due to broad solvency for heteroaromatic and aromatic drug-like chemotypes.
  • Cosolvent strategies for aqueous assays: After preparing a DMSO stock, dilute into assay buffer maintaining final DMSO at 0.1–1.0% (v/v) to limit vehicle effects on enzymes/cells.
  • Alternative solvents: DMF or ethanol can sometimes aid solubility but may be less biocompatible; confirm tolerance in your assay system.
  • Surfactants: 0.01–0.05% nonionic surfactant (e.g., Tween-20 or Pluronic F-68) can mitigate aggregation for hydrophobic compounds; confirm no interference.

Polarity and miscibility (general):

  • DMSO stock solutions are fully miscible with water and most polar organics; precipitates may form upon dilution if the kinetic solubility of the compound is exceeded—pre-warm and add slowly with mixing.

Item-specific solubility, pKa, or logP: Not specified for this item; refer to CoA/Spec Sheet.

Storage & Reconstitution
  • Storage conditions: Store at -20°C (provided). Keep container tightly closed in a dry, inert atmosphere. Allow to equilibrate to room temperature in a desiccator before opening to prevent condensation.
  • Shipping: Ice chest + ice pads (provided). Inspect upon receipt; if thawed, re-freeze promptly after inspection.

Reconstitution (general guidance for small-molecule tool compounds):

  • Solvent: Use anhydrous DMSO for primary stock solutions unless your CoA/Spec Sheet recommends otherwise.
  • Concentration: Prepare a convenient high-concentration stock (e.g., 10–50 mM) based on intended assay ranges. Filter-sterilize through 0.22 µm PTFE if sterility is required.
  • Aliquoting: Dispense into single-use screw-cap vials or PCR tubes to avoid repeated freeze–thaw. Backfill with inert gas (N2/Ar) if feasible.
  • Storage of solutions: Store DMSO stocks at -20°C protected from light and moisture. Avoid >3 freeze–thaw cycles; discard if precipitation, discoloration, or potency drift is observed.
  • Aqueous working solutions: Prepare fresh immediately before use; keep on ice during multi-hour experiments to limit degradation.

Item-specific stabilizers, water/peroxide limits, or UV cutoff: Not specified for this item; refer to CoA/Spec Sheet.

Research use only.

Structure & Identity

Brief overview: AZD1656 is a bioactive small molecule (AstraZeneca code name) commonly used as a tool compound in metabolic enzyme research (literature). Item-specific identifiers provided below are limited; defer to CoA/SDS for authoritative identity data.

  • CAS: 919783-22-5 (provided)
  • PubChem CID: 16039797 (provided)
  • InChIKey: Not specified for this item; refer to CoA/Spec Sheet. (Product Data lists a truncated key)
  • SMILES: Not specified for this item; refer to CoA/Spec Sheet.
  • Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
  • Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural features (literature/general):

  • AZD1656 is reported in the literature as a small-molecule glucokinase modulator; detailed atom connectivity and stereochemistry should be confirmed from an authenticated structure database or the supplier’s CoA.
  • 2D description: As an encoded screening compound, the precise ring systems/heteroatoms should not be inferred without the verified structure. Request the Spec Sheet for a definitive structural diagram.

Best practice:

  • Verify identity by matching CAS/CID and full InChIKey/SMILES on the CoA or through an orthogonal technique (LC–MS, 1H NMR) prior to critical experiments.
Synthetic Utility

This item is supplied as a finished small-molecule tool compound and is not typically used as a building block or reagent in multistep synthesis.

  • Without the verified structure, derivatization strategies (e.g., prodrug, photoaffinity, or biotinylated probes) cannot be recommended from this listing. Obtain the authenticated structure (CoA/Spec Sheet) prior to planning synthetic modifications.
  • If analog synthesis is intended, consult primary literature on glucokinase modulators for privileged scaffolds, exit vectors, and SAR trends; design handles that preserve enzyme-binding interactions while enabling vector attachment.

Item-specific functional group guidance: Not specified for this item; refer to CoA/Spec Sheet.

Target Specificity

Only item-specific data may be listed here.

  • Target, epitope, species reactivity, clone/isotype: Not applicable (this item is not an antibody) and not specified for this item; refer to CoA/Spec Sheet.

Note: While literature discusses AZD1656 in the context of glucokinase, no target specificity data are provided in this Product Data. Users should consult primary references or the supplier’s documentation for any confirmed target annotations.

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