| Size | Price | Stock | Qty |
|---|---|---|---|
| 25g |
|
||
| Other Sizes |
| Targets |
Human Endogenous Metabolite
(2R,3R)-Butane-2,3-diol is an endogenous metabolite and a Saccharomyces cerevisiae metabolite. It has no defined biological drug target. In asymmetric synthesis, it serves as a chiral auxiliary that can bind to metal catalysts or reactive centers to control stereochemical outcomes in chemical reactions. It is also used as a chiral ligand in transition-metal-catalyzed transformations to induce enantioselectivity. |
|---|---|
| ln Vitro |
In vitro, (2R,3R)-Butane-2,3-diol is not tested for pharmacological activity; it is a chemical reagent for organic synthesis. It is used in cyclocondensation reactions with ketones for 13C NMR determination of optical purity. The compound is also employed as a building block in the synthesis of pharmaceutical intermediates and chiral compounds. As a metabolite, it has no reported IC50 or EC50 values.
|
| ln Vivo |
In vivo, (2R,3R)-Butane-2,3-diol is not administered as a drug. It is a naturally occurring metabolite in fermentation processes (e.g., produced by Saccharomyces cerevisiae). The compound has no known therapeutic effects in animals. It is the enantiomer of (S,S)-butane-2,3-diol, but the (R,R) form is used primarily as a synthetic building block, not as a bioactive compound.
|
| Enzyme Assay |
(2R,3R)-Butane-2,3-diol is used as a chemical reagent in asymmetric synthesis protocols. For cyclocondensation reactions, the compound (1-2 equivalents) is mixed with a ketone substrate (1 equivalent) in the presence of a catalyst (e.g., p-toluenesulfonic acid) in an organic solvent such as toluene or dichloromethane. The mixture is stirred at room temperature or under reflux for 1-12 hours. The product is purified by column chromatography or distillation. Purity is assessed by 13C NMR or chiral GC.
|
| Cell Assay |
(2R,3R)-Butane-2,3-diol is not used in conventional cell-based pharmacological assays. It may be used in cellular studies as a chiral resolving agent or as a component of reaction mixtures in cell lysates for metabolic studies. For general cell culture applications, the compound is dissolved in DMSO or water (it is soluble in water, DMSO, and most organic solvents). Typical working concentrations in biochemical assays are 0.1-10 mM.
|
| Animal Protocol |
(2R,3R)-Butane-2,3-diol is not administered in animal studies as a drug. However, it may be used in formulation or excipient studies for pharmaceutical development. For in vivo pharmacokinetic studies of compounds synthesized using (2R,3R)-Butane-2,3-diol as a building block, standard rodent protocols apply: IV injection (1-10 mg/kg) or oral gavage (10-100 mg/kg) of the test compound, with serial blood sampling (0-24 hours) and LC-MS/MS analysis. The chiral diol itself is not studied.
|
| ADME/Pharmacokinetics |
(2R,3R)-Butane-2,3-diol is a building block for drug synthesis, not a drug itself, and no PK parameters have been established. As a small, hydrophilic molecule (MW 90.12, logP -0.99), it would have low oral bioavailability, high water solubility (very soluble in water), and rapid renal clearance if administered systemically. In Saccharomyces cerevisiae, it is a fermentation byproduct. No tissue distribution or elimination half-life data is available.
|
| Toxicity/Toxicokinetics |
(2R,3R)-Butane-2,3-diol has low acute toxicity as a laboratory chemical. The LD50 has not been formally determined. The compound has a melting point of 16degC, boiling point of 175degC, and appears as a clear, slightly brown liquid at room temperature. It is an irritant to eyes and skin. Standard laboratory safety precautions (gloves, safety glasses, fume hood) are recommended. Not intended for human consumption. No carcinogenicity or reproductive toxicity data is available.
|
| Additional Infomation |
(R,R)-Butane-2,3-diol is the (R,R) diastereomer of butane-2,3-diol. It is a metabolite of Saccharomyces cerevisiae. It is the enantiomer of (S,S)-Butane-2,3-diol. (R,R)-Butane-2,3-diol is a metabolite found or produced in Saccharomyces cerevisiae.
(2R,3R)-Butane-2,3-diol is not a drug but a chiral building block for pharmaceutical synthesis. It has no approved therapeutic status, no clinical trial history, and is not intended for human consumption as a drug. It is used as a chiral auxiliary, chiral ligand, and building block in asymmetric synthesis and pharmaceutical development. The compound is also known as D-(-)-2,3-butanediol and (R,R)-2,3-butanediol. Available with 97% purity and 99% optical purity (ee by GLC). |
| Molecular Formula |
C4H10O2
|
|---|---|
| Molecular Weight |
90.12
|
| Exact Mass |
90.068
|
| CAS # |
24347-58-8
|
| PubChem CID |
225936
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
1.0±0.1 g/cm3
|
| Boiling Point |
180.7±0.0 °C at 760 mmHg
|
| Melting Point |
19.7 °C
|
| Flash Point |
85.0±0.0 °C
|
| Vapour Pressure |
0.3±0.7 mmHg at 25°C
|
| Index of Refraction |
1.435
|
| LogP |
-0.99
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
6
|
| Complexity |
30.5
|
| Defined Atom Stereocenter Count |
2
|
| SMILES |
O([H])[C@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])O[H]
|
| InChi Key |
OWBTYPJTUOEWEK-QWWZWVQMSA-N
|
| InChi Code |
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1
|
| Chemical Name |
(2R,3R)-butane-2,3-diol
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO: 100 mg/mL (1109.63 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (27.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (27.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. View More
Solubility in Formulation 3: ≥ 1.72 mg/mL (19.09 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 11.0963 mL | 55.4816 mL | 110.9632 mL | |
| 5 mM | 2.2193 mL | 11.0963 mL | 22.1926 mL | |
| 10 mM | 1.1096 mL | 5.5482 mL | 11.0963 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
