MedKoo Cat#: 317509 | Name: Chloropyramine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chloropyramine is a first generation antihistamine drug approved for the treatment of allergic conjunctivitis, allergic rhinitis, bronchial asthma, and other atopic (allergic) conditions. Chloropyramine is known as a competitive reversible H1-receptor antagonist, meaning that it exerts its pharmacological action by competing with histamine for the H1 subtype histamine receptor. By blocking the effects of histamine, the drug inhibits the vasodilation, increased vascular permeability, and tissue edema associated with histamine release in the tissue.

Chemical Structure

Chloropyramine
Chloropyramine
CAS#59-32-5 (free base)

Theoretical Analysis

MedKoo Cat#: 317509

Name: Chloropyramine

CAS#: 59-32-5 (free base)

Chemical Formula: C16H20ClN3

Exact Mass: 289.1346

Molecular Weight: 289.80

Elemental Analysis: C, 66.31; H, 6.96; Cl, 12.23; N, 14.50

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Synonym
Chloropyramine; Halopyramine; Chlorpyramine; Suprastin; Avapena; Synopen; Anaphylline; Chlorneoantergan
IUPAC/Chemical Name
N'-[(4-chlorophenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
InChi Key
ICKFFNBDFNZJSX-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H20ClN3/c1-19(2)11-12-20(16-5-3-4-10-18-16)13-14-6-8-15(17)9-7-14/h3-10H,11-13H2,1-2H3
SMILES Code
CN(C)CCN(CC1=CC=C(C=C1)Cl)C2=CC=CC=N2
Appearance
Solid powder
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, not in water
Shelf Life
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 289.80 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.

Recalculate based on batch purity %
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: Kurenova EV, Hunt DL, He D, Magis AT, Ostrov DA, Cance WG. Small molecule chloropyramine hydrochloride (C4) targets the binding site of focal adhesion kinase and vascular endothelial growth factor receptor 3 and suppresses breast cancer growth in vivo. J Med Chem. 2009 Aug 13;52(15):4716-24. doi: 10.1021/jm900159g. PubMed PMID: 19610651; PubMed Central PMCID: PMC2765121. 2: Durand-Arczynska W, Schoenenweid F, Durand J. Effects of chloropyramine, dimethindene and diphenhydramine on transepithelial ion transport: studies in bovine tracheal epithelium and frog skin. J Physiol (Paris). 1986;81(3):185-90. PubMed PMID: 2879040. 3: Idänpään-Heikkilä J, Saxén L. Possible teratogenicity of imipramine-chloropyramine. Lancet. 1973 Aug 11;2(7824):282-4. PubMed PMID: 4124771. 4: Budihna M, Drevensek G, Burjak M, Kocijancic S. Effects of chloropyramine and famotidine on postischaemic and posthypoxic myocardial damage in isolated rat hearts. Pflugers Arch. 1996;431(6 Suppl 2):R217-8. PubMed PMID: 8739342. 5: Dessouky YM, Mousa BA, Nour el-Din HM. Dye-salt formation as a general method for colorimetric determination of antihistaminics. I. The use of methyl orange for the determination of chlorphenamine, diphenhydramine and chloropyramine in pharmaceutical preparations. Pharmazie. 1974 Sep;29(9):577-8. PubMed PMID: 4154006. 6: VASILIEV R, SCINTEE-PAZARINA V. [THE DETERMINATION OF CHLOROPYRAMINE BY TITRATION IN WATER-FREE MEDIUM]. Pharmazie. 1963 Nov;18:746-7. German. PubMed PMID: 14206112.