1,7-dimethyl heptanedicarboximidate dihydrochloride

• ChemBase ID: 103210
• Molecular Formular: C9H20Cl2N2O2
• Molecular Mass: 259.1733
• Monoisotopic Mass: 258.09018325
• SMILES: Cl.Cl.COC(=N)CCCCCC(=N)OC
• Canonical SMILES: COC(=N)CCCCCC(=N)OC.Cl.Cl
• InChI: InChI=1S/C9H18N2O2.2ClH/c1-12-8(10)6-4-3-5-7-9(11)13-2;;/h10-11H,3-7H2,1-2H3;2*1H
• InChIKey: LRHXBHUTQWIZTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,7-dimethyl heptanedicarboximidate dihydrochloride
• IUPAC Traditional name: dimethyl pimelimidate dihydrochloride
• Synonyms: Dimethyl pimelimidate dihydrochloride; Pimelimidic acid dimethyl ester dihydrochloride; Dimethyl pimelinediimidate dihydrochloride; DMP; DIMETHYL PIMELIMIDATE DIHYDROCHLORIDE; Dimethyl pimelinediimidate 二盐酸盐; 庚二亚氨酸二甲酯 二盐酸盐

Database IDs

• CAS Number: 58537-94-3
• EC Number: 261-320-6
• MDL Number: MFCD00038942
• PubChem SID: 24894208; 24887549; 162103119
• PubChem CID: 11402688

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.97194
• LogD (pH = 7.4): 0.88480526
• Log P: 1.1862009
• Molar Refractivity: 72.36 cm^3
• Polarizability: 20.154074 Å^3
• Polar Surface Area: 66.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: powder
• Melting Point: ~122 °C (dec.); 122°C (dec.)

Safety Information

• Storage Condition: 0°C, Desiccate, Store Under Nitrogen
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: 22-24/25
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (AT)
• Linear Formula: [CH3OC(=NH)CH2CH2]2CH2 · 2HCl

DETAILS

MP Biomedicals - 02150945

Dihydrochloride
Crystalline
Bifunctional cross-linking reagent.

Sigma Aldrich - D8388

Caution
The reagent is readily hydrolyzed at neutral pH.
Other Notes
Note that the amidine linkage preserves original primary amine positive charge. Incorporates a seven atom linker.
Application
Dimethyl pimelimidate dihydrochloride is a homobifunctional cross-linking reagent used in crosslinking, protein interaction and protein modification. Dimethyl pimelimidate dihydrochloride has been used to develop a technique for isolating Enterocytozoon bieneusi spores directly from human stool samples with a high degree of purity, which opens up new approaches for studying this parasite.

Sigma Aldrich - 80490

Other Notes
Cross-linking reagent for the modification of proteins via amidation1,2

REFERENCES

• Schneider, C., et al., J. Biol. Chem. , 257 : 10766 (1982).