Caffeine-d9 - ≥98 atom% D,≥98% , CAS No.72238-85-8

CAS: 72238-85-8 Cat. No.: C334918 Summenformel: C₈HD₉N₄O₂ Molekulargewicht: 203.25 Beilstein Registry Number: 17705(unlabeled) EG-Nummer: 663-277-2

GRADE & PURITY ≥98 atom% D,≥98%

Synonyms

1,3,7-tris(trideuteriomethyl)purine-2,6-dione | d9-caffeine | Caffeine-d9 | Caffeine-[d9] | Caffeine-(trimethyl-d9)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Caffeine-d9 is a labeled diuretic alkaloid which acts as a respiratory and cardiac stimulant. It is a reversible acetylcholinesterase (AChE) inhibitor. Additionally, caffeine-d9 has been shown to inhibit adenosine A1-R, adenosine A2A-R, and PDE.

Specifications

Synonyme

1,3,7-tris(trideuteriomethyl)purine-2,6-dione | d9-caffeine | Caffeine-d9 | Caffeine-[d9] | Caffeine-(trimethyl-d9)

Spezifikationen & Reinheit

≥98 atom% D,≥98%

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥98 atom% D,≥98%

Produkteigenschaften

• pKa: pKa: 14.0 at 25° C(unlabeled)

Namen und Kennungen

• Pubchem Sid: 504767307
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504767307
• Kanonisches Lächeln: O=C(N(C([2H])([2H])[2H])C1=O)N(C2=C1N(C([2H])([2H])[2H])C=N2)C([2H])([2H])[2H]
• IUPAC Name: 1,3,7-tris(trideuteriomethyl)purine-2,6-dione
• InChIKey: RYYVLZVUVIJVGH-GQALSZNTSA-N
• INCHI: 1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3/i1D3,2D3,3D3
• Isomere SMILES: [2H]C([2H])([2H])N1C=NC2=C1C(=O)N(C(=O)N2C([2H])([2H])[2H])C([2H])([2H])[2H]
• WGK Deutschland: 1
• RTECS: EV6475000 (unlabeled)
• Molekulargewicht: 203.25
• Beilstein: 17705(unlabeled)
• Reaxy-Rn: 17705
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=17705&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Xanthines
• Alternative Parents: 6-oxopurines Alkaloids and derivatives Pyrimidones N-substituted imidazoles Vinylogous amides Heteroaromatic compounds Ureas Lactams Azacyclic compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthine - 6-oxopurine - Purinone - Alkaloid or derivatives - Pyrimidone - N-substituted imidazole - Pyrimidine - Vinylogous amide - Imidazole - Azole - Heteroaromatic compound - Urea - Lactam - Azacycle - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in chloroform, water (100 mM, unlabeled), ethanol (~15 mg/ml, unlabeled), DMF (~10 mg/ml, unlabeled), and DMSO (~3 mg/ml, unlabeled).
• Brechungsindex: n20D1.68 (Predicted)
• Siedepunkt (°C): 416.79° C at 760 mmHg (Predicted)
• Schmelzpunkt (°C): 234-239 °C
• Molekulargewicht: 203.250 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 203.137 Da
• Monoisotopic Mass: 203.137 Da
• Topological Polar Surface Area: 58.400 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 293.000
• Isotope Atom Count: 9
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Xiao-Dong Zheng, Zhen Wang, Meng-Nan Tan, Meng Dong, Shao-Xiang Pan, Ning Cao, Lei Qin.  (2025)  A comprehensive study on the mechanism of apple flavor quality formation: Comparison of different apple cultivars in the Weihai region.  FOOD CHEMISTRY,      [PMID:40472516] [10.1016/j.foodchem.2025.144894]

Häufig gestellte Fragen

What is the purity of this product?

This product is isotopically enriched to ≥98 atom% deuterium. Isotopic enrichment is a separate specification from chemical purity — a labelled compound has both. This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 72238-85-8, the molecular formula is C8HD9N4O2, and the molecular weight is 203.25 g/mol. InChIKey RYYVLZVUVIJVGH-GQALSZNTSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.