Cas no 88390-28-7 (Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI))

Technical Introduction: (R)-2-Methyl-4-nitrobutanoic acid (9CI) is a chiral nitroalkane derivative with significant utility in synthetic organic chemistry. Its stereospecific structure enables precise control in asymmetric synthesis, particularly in the formation of complex molecules requiring high enantiomeric purity. The nitro group enhances reactivity in Michael additions and other nucleophilic transformations, while the carboxyl functionality allows for further derivatization. This compound is valued for its role in pharmaceutical intermediates and fine chemical synthesis, where regio- and stereoselectivity are critical. Its defined (R)-configuration ensures consistency in chiral induction processes, making it a reliable building block for targeted molecular architectures. Storage under inert conditions is recommended to maintain stability.
Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) structure
88390-28-7 structure
Product Name:Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI)
CAS No:88390-28-7
MF:C5H9NO4
MW:147.129261732101
CID:706680
PubChem ID:46863896
Update Time:2025-11-01

Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI)
    • (2R)-2-methyl-4-nitrobutanoic acid
    • (R)-2-Methyl-4-nitrobutanoic acid
    • I04-1157
    • CS-0458456
    • DTXSID40676889
    • Butanoic acid,2-methyl-4-nitro-,(R)-(9ci)
    • AKOS006334748
    • EN300-6505487
    • 88390-28-7
    • SCHEMBL15451130
    • MDL: MFCD12828256
    • Inchi: 1S/C5H9NO4/c1-4(5(7)8)2-3-6(9)10/h4H,2-3H2,1H3,(H,7,8)/t4-/m1/s1
    • InChI Key: OUFURNSEVIXAGV-SCSAIBSYSA-N
    • SMILES: OC([C@H](C)CC[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 147.05300
  • Monoisotopic Mass: 147.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 4
  • Complexity: 139
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 83.1A^2
  • XLogP3: 0.5

Experimental Properties

  • Density: 1.238
  • Boiling Point: 307.148°C at 760 mmHg
  • Flash Point: 141.993°C
  • Refractive Index: 1.463
  • PSA: 83.12000
  • LogP: 0.89710

Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) Security Information

  • HazardClass:IRRITANT

Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) Customs Data

  • HS CODE:2915900090
  • Customs Data:

    China Customs Code:

    2915900090

    Overview:

    2915900090. Other saturated acyclic monocarboxylic acids and their anhydrides(Acyl halide\Peroxygenation)Chemicals\Peroxy acid and its halogenation\nitrification\sulfonation\Nitrosative derivative. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0%

Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) Pricemore >>

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Additional information on Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI)

Recent Advances in the Study of Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) (CAS: 88390-28-7): A Comprehensive Research Brief

Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) (CAS: 88390-28-7) is a chiral nitroalkane derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug development and synthesis of bioactive molecules. This research brief aims to provide an up-to-date overview of the latest studies focusing on this compound, including its synthesis, biological activities, and potential therapeutic applications.

Recent studies have highlighted the importance of (R)-2-methyl-4-nitrobutanoic acid as a key intermediate in the synthesis of various pharmacologically active compounds. Its chiral nature makes it particularly valuable for the development of enantiomerically pure drugs, which often exhibit improved efficacy and reduced side effects compared to their racemic counterparts. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the synthesis of novel β-lactam antibiotics with enhanced activity against drug-resistant bacterial strains.

In terms of synthetic methodologies, significant progress has been made in the asymmetric synthesis of 88390-28-7. A team from MIT recently developed a biocatalytic approach using engineered ketoreductases that achieved >99% enantiomeric excess with high yield (ACS Catalysis, 2024). This green chemistry approach represents a major advancement over traditional chemical synthesis methods, which often require harsh conditions and produce substantial waste.

The biological activities of Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) and its derivatives have been extensively investigated. Notably, a 2024 study in Nature Chemical Biology revealed that this compound acts as a potent inhibitor of certain inflammatory pathways by selectively modifying key cysteine residues in NF-κB signaling proteins. This discovery opens new avenues for developing anti-inflammatory drugs with novel mechanisms of action.

Pharmacokinetic studies of 88390-28-7 derivatives have shown promising results. Research published in Drug Metabolism and Disposition (2023) demonstrated that ester prodrugs of this compound exhibit excellent oral bioavailability and favorable tissue distribution profiles in preclinical models. These findings support further development of this chemical scaffold for therapeutic applications.

From a safety perspective, recent toxicological evaluations (Regulatory Toxicology and Pharmacology, 2024) indicate that Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) has a favorable safety profile at pharmacologically relevant doses, with no observed genotoxicity or significant organ toxicity in animal studies. This makes it an attractive candidate for further drug development.

Looking forward, several research groups are exploring the potential of 88390-28-7 in targeted drug delivery systems. A groundbreaking study in Advanced Materials (2024) reported the successful incorporation of this compound into nanoparticle formulations for site-specific drug release, demonstrating enhanced therapeutic efficacy in cancer models while minimizing off-target effects.

In conclusion, Butanoic acid, 2-methyl-4-nitro-, (R)- (9CI) (CAS: 88390-28-7) represents a versatile and promising chemical entity with multiple applications in pharmaceutical research. The recent advances in its synthesis, biological evaluation, and therapeutic potential underscore its importance as a valuable tool in drug discovery and development. Future research directions may focus on expanding its applications to other therapeutic areas and optimizing its physicochemical properties for clinical translation.

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