Synonym
Dibutyl maleate; Maleic Acid Dibutyl Ester; Butyl maleate; NSC 6711; NSC6711; NSC-6711;
IUPAC/Chemical Name
2-Butenedioic acid (2Z)-, 1,4-dibutyl ester
InChi Key
JBSLOWBPDRZSMB-FPLPWBNLSA-N
InChi Code
InChI=1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3/b8-7-
SMILES Code
O=C(OCCCC)/C=C\C(OCCCC)=O
Purity
>97% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
228.29
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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2: Matsuoka T, Kurohane K, Suzuki W, Ogawa E, Kobayashi K, Imai Y. Dibutyl Maleate and Dibutyl Fumarate Enhance Contact Sensitization to Fluorescein Isothiocyanate in Mice. Biol Pharm Bull. 2016;39(2):272-7. doi: 10.1248/bpb.b15-00683. Epub 2015 Dec 2. PubMed PMID: 26632200.
3: Hu D, Sun S, Yuan P, Zhao L, Liu T. Evaluation of CO2-philicity of poly(vinyl acetate) and poly(vinyl acetate-alt-maleate) copolymers through molecular modeling and dissolution behavior measurement. J Phys Chem B. 2015 Feb 19;119(7):3194-204. doi: 10.1021/jp5130052. Epub 2015 Jan 29. PubMed PMID: 25599262.
4: Sasseville D, Lafaille P, Joncas V. Allergic contact dermatitis from occupational exposure to dibutyl maleate. Contact Dermatitis. 2009 May;60(5):298-300. doi: 10.1111/j.1600-0536.2009.01539.x. PubMed PMID: 19397629.
5: Smith BL, Ott LS, Bruno TJ. Composition-explicit distillation curves of diesel fuel with glycol ether and glycol ester oxygenates: fuel analysis metrology to enable decreased particulate emissions. Environ Sci Technol. 2008 Oct 15;42(20):7682-9. PubMed PMID: 18983093.
6: Zhan X, Chen S, Tang G, Mao Z. Poly(2-hydroxy-3-phenoxypropylacrylate, 4-hydroxybutyl acrylate, dibutyl maleate) membrane controlled clonidine zero-order release. Eur J Pharm Biopharm. 2007 Jun;66(3):429-34. Epub 2006 Nov 19. PubMed PMID: 17196806.
7: Marchetti AA, Knize MG, Chiarappa-Zucca ML, Pletcher RJ, Layton DW. Biodegradation of potential diesel oxygenate additives: dibutyl maleate (DBM), and tripropylene glycol methyl ether (TGME). Chemosphere. 2003 Aug;52(5):861-8. PubMed PMID: 12757787.
8: English JS, Lovell CR, Rycroft RJ. Contact dermatitis from dibutyl maleate. Contact Dermatitis. 1985 Nov;13(5):337-8. PubMed PMID: 2936550.
9: Thormann J, Hansen I, Misfeldt J. Occupational dermatitis from dibutyl maleinate. Contact Dermatitis. 1985 Nov;13(5):314-6. PubMed PMID: 2936545.
