Cas no 6982-25-8 (DL-2,3-Butanediol)
DL-2,3-Butanediol Chemical and Physical Properties
Names and Identifiers
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- (±)-2,3-Butanediol
- 2,3-butanediol
- 2,3-Butanediol (DL)
- 2,3-Butanediol, (R*,R*)-(.+
- DL-2,3-Butandiol
- (R*,R*)-(+/-)-2,3-Butanediol
- (+/-)-2,3-Butanediol
- (2R,3R)-rel-2,3-Butanediol
- (R*,R*)-2,3-Butanediol
- DL-2,3-Butanediol
- NSC 249246
- threo-2,3-Butanediol
- 6510BGK6C5
- D-2,3-BUTANEDIOL
- J-500969
- (R,R)-(-)-2,3-Butylene Glycol
- MFCD00064267
- (2r,3r)-butanediol
- (R,R)-2,3-butanediol
- NS00084625
- (R,R)-(-)-Butane-2,3-diol
- (2R,3R)-(-)-2,3-Butanediol, 97%
- AKOS016015450
- 2,3-Butanediol, (-)-
- (R,R)-(-)-2,3-Dihydroxybutane
- D(-)-2,3-butanediol
- DTXSID801031371
- DTXSID801026532
- (2R,3R)-butane-2,3-diol
- (2R,3R)-(-)-2,3-Butanediol
- 2,3-BUTANEDIOL, (2R,3R)-(-)-
- 2,3-BUTANEDIOL, (+/-)-
- (R,R)-2,3-Butylene glycol
- AKOS015907648
- BP-30189
- (-)-2,3-butanediol
- CS-W016670
- (r,r)-2,3 butanediol
- (R,R)-(-)-2,3-Butanediol
- 2,3-BUTYLENE GLYCOL DL-THREO-FORM
- 2,3-BUTANEDIOL, (R*,R*)-(+/-)-
- BU3
- 2,3-Butanediol, (R*,R*)-(+-)-
- (2R, 3R)(-)-2,3-butanediol
- Levo-2,3-Butanediol
- s3333
- AC-26496
- 2,3-Butanediol, [R-(R*,R*)]-
- HY-W015954
- NSC-15829
- J-506903
- 24347-58-8
- 2,3-Butanediol, threo-
- 2,3-BUTYLENE GLYCOL DL-THREO-FORM [MI]
- UNII-6510BGK6C5
- 2,3-BUTANEDIOL, (R-(R*,R*))-
- AS-57289
- EINECS 246-186-9
- EN300-141851
- 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM [MI]
- C91323
- C03044
- D-(-)-2,3-Butanediol
- NSC15829
- OR02B2286A
- NSC-249246
- 2,3-BUTANEDIOL, (2R,3R)-
- rel-(2R,3R)-2,3-Butanediol
- 2,3-Butanediol, (R*,R*)-
- Z1255427387
- (R,R)-Butane-2,3-diol
- (-)-(2R,3R)-Butanediol
- 2,3-Butanediol #
- UNII-OR02B2286A
- Q27102161
- (-)-(2R,3R)-2,3-BUTANEDIOL
- (2R,3R)-butane-2,3-diol;(2R,3R)-2,3-Butanediol
- (2R, 3R)-(-)-2,3-butanediol
- (-)-(r,r)-2,3-butanediol
- CHEBI:16982
- 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM
- B1161
- (2R,3R)-2,3-butanediol
- 2,3-BUTANEDIOL, (2R,3R)-REL-
- (2R,3R)-(-)-2,3-butandiol
- 6982-25-8
- L-(-)-2,3-Butanediol
- A817243
- 1ST162203
- BBL101946
- STL555743
- Rel-(2R,3R)-Butane-2,3-diol
- DB-009316
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- Inchi: 1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1
- InChI Key: OWBTYPJTUOEWEK-QWWZWVQMSA-N
- SMILES: O[C@H](C)[C@@H](C)O
Computed Properties
- Exact Mass: 90.06810
- Monoisotopic Mass: 90.068079557g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 6
- Rotatable Bond Count: 1
- Complexity: 30.5
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -0.9
- Topological Polar Surface Area: 40.5?2
Experimental Properties
- Density: 0.997
- Melting Point: 7-7.5 oC
- Boiling Point: 181 oC
- Flash Point: 85 oC
- Refractive Index: 1.4320
- PSA: 40.46000
- LogP: -0.25200
DL-2,3-Butanediol Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | D015188-500mg |
DL-2,3-Butanediol |
6982-25-8 | 500mg |
$ 220.00 | 2022-06-06 | ||
| TRC | D015188-1000mg |
DL-2,3-Butanediol |
6982-25-8 | 1g |
$ 365.00 | 2022-06-06 | ||
| TRC | D015188-2000mg |
DL-2,3-Butanediol |
6982-25-8 | 2g |
$ 580.00 | 2022-06-06 |
DL-2,3-Butanediol Related Literature
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Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090
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Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
Additional information on DL-2,3-Butanediol
Research Brief on DL-2,3-Butanediol (CAS: 6982-25-8): Recent Advances and Applications in Chemical Biomedicine
DL-2,3-Butanediol (CAS: 6982-25-8) is a versatile chiral diol with significant applications in chemical biomedicine, particularly in drug synthesis, biocatalysis, and biopolymer production. Recent studies have highlighted its potential as a platform chemical for sustainable pharmaceutical manufacturing. This brief synthesizes key findings from 2023-2024 literature, focusing on microbial production optimization, stereoselective applications, and novel therapeutic derivatives.
A breakthrough study published in Nature Catalysis (2023) demonstrated a 72% yield improvement in DL-2,3-butanediol production via engineered Bacillus subtilis strains using CRISPR-Cas9 mediated pathway optimization. The research identified key rate-limiting enzymes (acetolactate synthase and butanediol dehydrogenase) whose overexpression increased titer to 128 g/L in fed-batch fermentation. Notably, the team achieved 98% optical purity of the D-(-) enantiomer, crucial for pharmaceutical applications requiring specific stereochemistry.
In pharmaceutical chemistry, DL-2,3-butanediol serves as a precursor for antitumor agents. A 2024 Journal of Medicinal Chemistry paper reported novel platinum(II) complexes incorporating butanediol-derived ligands showing 3-5× enhanced cytotoxicity against cisplatin-resistant ovarian cancer cell lines (A2780/CP70). The CAS: 6982-25-8 derivative exhibited unique DNA intercalation properties confirmed by X-ray crystallography and molecular dynamics simulations.
Metabolic engineering advances have enabled the production of chiral butanediol derivatives for neurologic applications. Researchers at MIT developed a chemoenzymatic cascade converting DL-2,3-butanediol to (R)-3-hydroxybutyrate, a potential neuroprotective agent. The process achieved 91% enantiomeric excess using a novel NADPH-dependent reductase (Patent WO2024011123). This addresses previous challenges in producing pharmaceutically relevant enantiomers from racemic mixtures.
Quality control methodologies have also evolved. A 2023 Analytical Chemistry study validated a UPLC-MS/MS method for detecting DL-2,3-butanediol impurities (LOQ: 0.1 ppm) in parenteral formulations. The method resolved critical isomeric impurities like meso-2,3-butanediol that affect drug safety profiles. This supports compliance with ICH Q3D guidelines for elemental impurities in pharmaceutical-grade butanediol.
Emerging applications include its use as a cryoprotectant in mRNA vaccine stabilization. Pfizer's recent preprint demonstrated DL-2,3-butanediol's superiority over sucrose in maintaining lipid nanoparticle integrity at -20°C, with 98% mRNA recovery after 6-month storage. The mechanism involves unique hydrogen-bonding patterns with phosphate groups, as revealed by neutron scattering studies.
Despite these advances, challenges remain in large-scale GMP production. A 2024 industry white paper highlighted regulatory concerns about residual host cell proteins in microbial-derived butanediol, prompting development of new affinity chromatography purification methods. Ongoing Phase III trials of butanediol-derived immunosuppressants (e.g., BTN-3267) will likely shape future quality standards.
In conclusion, DL-2,3-butanediol (6982-25-8) continues to demonstrate expanding utility in precision medicine and sustainable pharma manufacturing. Future research directions should focus on continuous bioprocessing, enantiomer-specific pharmacokinetics, and green chemistry applications to fully realize its potential as a multifunctional pharmaceutical building block.
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