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P45001

Sigma-Aldrich

Pimelic acid

98%

Synonym(s):

Heptanedioic acid

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About This Item

Linear Formula:
HO2C(CH2)5CO2H
CAS Number:
111-16-0
Molecular Weight:
160.17
Beilstein:
1210024
EC Number:
203-840-8
MDL number:
MFCD00004425
UNSPSC Code:
12352100
PubChem Substance ID:
24898545
NACRES:
NA.22

Assay

98%

form

crystals

bp

212 °C/10 mmHg (lit.)

mp

103-105 °C (lit.)

SMILES string

OC(=O)CCCCCC(O)=O

InChI

1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)

InChI key

WLJVNTCWHIRURA-UHFFFAOYSA-N

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General description

Pimelic acid, also known as heptanedioic acid, is a dicarboxylic acid commonly used as a precursor in the biosynthesis of biotin. It serves as a building block in the synthesis of various compounds , and it is used as a key precursor in the production of polyamides, polyesters, and other polymers.

Application

  • Pimelic acid in microbial soil treatments: A 2023 study examined the use of pimelic acid in soil treatment, observing its impact on the microbial community structure and metabolites in bayberry plantations. This application illustrates its potential in agricultural biotechnology and soil remediation (Ren et al., 2023).
  • Pharmaceutical applications of pimelic acid: A 2023 study involved pimelic acid in the preparation and physiochemical analysis of novel ciprofloxacin/dicarboxylic acid salts, showcasing its utility as a pharmaceutical intermediate (Hibbard et al., 2023).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bio-based, amorphous polyamides with tunable thermal properties
Van Velthoven et al.
European Polymer Journal, 66, 57-66 (2015)
Pimelic acid, the first precursor of the B acillus subtilis biotin synthesis pathway, exists as the free acid and is assembled by fatty acid synthesis
Manandhar et al.
Molecular Microbiology, 104, 595-607 (2017)
Kilogram Synthesis of Crebinostat
Yongjun et al.
Synthesis and Chemistry of Agrochemicals V, 48 (2016)
T Niwa et al.
Clinica chimica acta; international journal of clinical chemistry, 99(1), 71-83 (1979-11-15)
(1) 2,4-Dimethyladipic acid was first identified in normal human urine using gas chromatography-mass spectrometry. Urinary excretion of 2,4-dimethyladipic acid in 7 healthy adults ranged from 4.9 mumol to 14 mumol per 24 h. (2) Succinic acid, adipic acid, 3-methyladipic acid
S Passi et al.
Acta dermato-venereologica. Supplementum, 143, 8-13 (1989-01-01)
Medium chain length dicarboxylic acids (DA) from C8 to C13 are competitive inhibitors of tyrosinase in vitro. The introduction of electron acceptor groups or electron donor groups into the 2 and/or the 8 position of the molecule enhances or reduces
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