Butylmalonic acid
Product Information
Molecular Formula
C7H12O4
Molecular Weight
160.17
Description
Butylmalonic acid is a biomedicine widely used in the pharmaceutical industry as an intermediate for the synthesis of numerous drugs. It plays a crucial role in treating various diseases, including cancer, as a component of chemotherapy drugs. Its unique chemical properties make it an essential compound in drug discovery and development processes.
Synonyms
1,1-Pentanedicarboxylic acid; 2-Butylmalonate; 2-Butylmalonic acid; 2-n-Butylmalonic acid; alpha-Carboxycaproic acid; Butylmalonate; Malonic acid, butyl-; Propanedioic acid, butyl-
IUPAC Name
2-butylpropanedioic acid
SMILES
CCCCC(C(=O)O)C(=O)O
InChI
InChI=1S/C7H12O4/c1-2-3-4-5(6(8)9)7(10)11/h5H,2-4H2,1H3,(H,8,9)(H,10,11)
InChI Key
MCRZWYDXIGCFKO-UHFFFAOYSA-N
Boiling Point
333.1°C at 760 mmHg
Melting Point
102-105°C
Flash Point
Not applicable
Purity
95%
Density
1.197 g/cm3
Appearance
White crystal
Storage
Store in a cool, dry place. Store in a tightly closed container.
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P302 + P352 - P305 + P351 + P338
Computed Properties
XLogP3
1.3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Exact Mass
160.07355886 g/mol
Monoisotopic Mass
160.07355886 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
139
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113337202-A | UV (ultraviolet) finish paint as well as preparation method and application thereof | 2021-06-30 |
| CN-113101937-A | Doped mixed-valence copper catalyst and preparation method and application thereof | 2021-04-25 |
| JP-2021036056-A | Double-sided adhesive sheet | 2020-12-03 |
| JP-2021038404-A | Aqueous pigment dispersion and water-based ink for inkjet recording containing it | 2020-11-17 |
| JP-2021011582-A | Surface protective film | 2020-10-16 |
| WO-2022054912-A1 | Resin composition, cured product and manufacturing method therefor, and laminate | 2020-09-11 |
| JP-2022033641-A | Light irradiation molded body | 2020-08-17 |
| JP-2022033642-A | Light irradiation molded body | 2020-08-17 |
| JP-2022027027-A | Photocurable resin composition | 2020-07-31 |
| JP-2022027496-A | Photocurable resin composition | 2020-07-31 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22133302 | 2012-01-01 | Ethylmalonic acid impairs brain mitochondrial succinate and malate transport | Molecular genetics and metabolism |
| 20949348 | 2011-01-01 | The dicarboxylate carrier plays a role in mitochondrial malate transport and in the regulation of glucose-stimulated insulin secretion from rat pancreatic beta cells | Diabetologia |
| 20538765 | 2010-08-01 | Dicarboxylate carrier-mediated glutathione transport is essential for reactive oxygen species homeostasis and normal respiration in rat brain mitochondria | American journal of physiology. Cell physiology |
| 18491907 | 2008-06-18 | Total synthesis of (+/-)-actinophyllic acid | Journal of the American Chemical Society |
| 18374655 | 2008-06-01 | Hepatic mitochondrial transport of glutathione: studies in isolated rat liver mitochondria and H4IIE rat hepatoma cells | Archives of biochemistry and biophysics |
| 17928289 | 2007-12-07 | A role for ATP-citrate lyase, malic enzyme, and pyruvate/citrate cycling in glucose-induced insulin secretion | The Journal of biological chemistry |
| 17567097 | 2007-06-21 | Bidentate dicarboxylate capping groups and photosensitizers control the size of IrO2 nanoparticle catalysts for water oxidation | The journal of physical chemistry. B |
| 16176879 | 2005-11-01 | Differential inhibitory effect of long-chain acyl-CoA esters on succinate and glutamate transport into rat liver mitochondria and its possible implications for long-chain fatty acid oxidation defects | Molecular genetics and metabolism |
| 16061228 | 2005-08-15 | Regulation of uncoupling protein activity in phosphorylating potato tuber mitochondria | FEBS letters |
| 15862280 | 2005-05-01 | Essential role of citrate export from mitochondria at early differentiation stage of 3T3-L1 cells for their effective differentiation into fat cells, as revealed by studies using specific inhibitors of mitochondrial di- and tricarboxylate carriers | Molecular genetics and metabolism |
