Synonym
Declopramide hydrochloride; 3-Chloroprocainamide; IP0ITJD3WD; UNII-IP0ITJD3WD; 3-Chloroprocainamide; SCHEMBL6436822.
IUPAC/Chemical Name
Benzamide, 4-amino-3-chloro-N-(2-(diethylamino)ethyl)-, hydrochloride (1:1)
InChi Key
DMJHWHGTAHHHMU-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H20ClN3O.ClH/c1-3-17(4-2)8-7-16-13(18)10-5-6-12(15)11(14)9-10;/h5-6,9H,3-4,7-8,15H2,1-2H3,(H,16,18);1H
SMILES Code
O=C(NCCN(CC)CC)C1=CC=C(N)C(Cl)=C1.[H]Cl
Purity
>98% (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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
306.23
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 |
1: Morissette G, Moreau E, C-Gaudreault R, Marceau F. N-substituted 4-aminobenzamides (procainamide analogs): an assessment of multiple cellular effects concerning ion trapping. Mol Pharmacol. 2005 Dec;68(6):1576-89. Epub 2005 Sep 23. PubMed PMID: 16183854.
2: Lindgren H, Olsson AR, Pero RW, Leanderson T. Differential usage of IkappaBalpha and IkappaBbeta in regulation of apoptosis versus gene expression. Biochem Biophys Res Commun. 2003 Jan 31;301(1):204-11. PubMed PMID: 12535663.
3: Olsson AR, Lindgren H, Pero RW, Leanderson T. Mechanism of action for N-substituted benzamide-induced apoptosis. Br J Cancer. 2002 Mar 18;86(6):971-8. PubMed PMID: 11953831; PubMed Central PMCID: PMC2364155.
4: Lindgren H, Pero RW, Ivars F, Leanderson T. N-substituted benzamides inhibit nuclear factor-kappaB and nuclear factor of activated T cells activity while inducing activator protein 1 activity in T lymphocytes. Mol Immunol. 2001 Aug;38(4):267-77. PubMed PMID: 11566320.
5: Liberg D, Lazarevic B, Pero RW, Leanderson T. N-substituted benzamides inhibit NFkappaB activation and induce apoptosis by separate mechanisms. Br J Cancer. 1999 Nov;81(6):981-8. PubMed PMID: 10576654; PubMed Central PMCID: PMC2362952.
6: Pero RW, Axelsson B, Siemann D, Chaplin D, Dougherty G. Newly discovered anti-inflammatory properties of the benzamides and nicotinamides. Mol Cell Biochem. 1999 Mar;193(1-2):119-25. PubMed PMID: 10331648.
7: Hua J, Sheng Y, Bryngelsson C, Kane R, Pero RW. Comparison of antitumor activity of declopramide (3-chloroprocainamide) and N-acetyl-declopramide. Anticancer Res. 1999 Jan-Feb;19(1A):285-90. PubMed PMID: 10226556.
8: Hua J, Pero RW, Kane R. Pharmacokinetics and central nervous system toxicity of declopramide (3-chloroprocainamide) in rats and mice. Anticancer Drugs. 1999 Jan;10(1):79-88. PubMed PMID: 10194550.
9: Hua J, Pero RW. Toxicity, antitumor and chemosensitizing effects of 3-chloroprocainamide. Acta Oncol. 1997;36(8):811-6. PubMed PMID: 9482687.
10: Uetrecht JP, Zahid N. N-Chlorination and oxidation of procainamide by myeloperoxidase: toxicological implications. Chem Res Toxicol. 1991 Mar-Apr;4(2):218-22. PubMed PMID: 1664258.