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25g |
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Chloropyramine hydrochloride (Alergosan, Nilfan, Sinopen, Allergan hydrochloride, Suprastin) is an antihistamine drug acting as a histamine receptor H1 antagonist. It has usefulness in the treatment of breast cancer.
Targets |
H1 Receptor
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ln Vitro |
Chloropyramine (25, 50 μM; 24 h, 48 h) causes SASH1 expression and apoptosis in breast cancer cell lines[1].
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ln Vivo |
Chloropyramine (i.p.; 10 mg/kg) abolishes hypothermia in rats[2].
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Cell Assay |
Cell Line: Breast cancer cell lines
Concentration: 25 or 50 μM Incubation Time: 24 h Result: Increased SASH1 expression in breast cancer cell lines. |
Animal Protocol |
Rats
10 mg/kg Intraperitoneal |
References | |
Additional Infomation |
N'-[(4-chlorophenyl)methyl]-N,N-dimethyl-N'-(2-pyridinyl)ethane-1,2-diamine is an aminopyridine.
Chlorpyramine is a first generation antihistamine used in Eastern European countries to treat bronchial asthma as well as allergice rhinitis, allergic conjunctivitis, and other allergic reactions. It is also indicated for Quincke's edema, allergic reactions to insect bites, food and drug allergies, and anaphylactic shock. Drug Indication For the treatment of allergic conjunctivitis, allergic rhinitis, bronchial asthma, and other atopic (allergic) conditions. Mechanism of Action Chloropyramine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine. Pharmacodynamics Chlorpyramine is a competitive reversible H1 receptor antagonist. This inhibits vasodilation, increases in vascular permeability, and tissue edema associated with histamine release. In addition, chloropyramine has some anticholinergic properties. These effects, along with its ability to pass through the blood-brain barrier lead to side effects such as drowsiness, weakness, vertigo, fatigue, dryness in the mouth, constipation, and rarely - visual disturbances and increase of intraocular pressure. |
Molecular Formula |
C16H20CLN3
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Molecular Weight |
289.8
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Exact Mass |
289.135
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Elemental Analysis |
C, 66.31; H, 6.96; Cl, 12.23; N, 14.50
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CAS # |
59-32-5
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Related CAS # |
Chloropyramine hydrochloride; 6170-42-9
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PubChem CID |
25295
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Appearance |
Solid powder
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Density |
1.158g/cm3
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Boiling Point |
413.5ºC at 760 mmHg
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Melting Point |
25°C
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Flash Point |
203.9ºC
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Index of Refraction |
1.6
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LogP |
3.303
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Hydrogen Bond Donor Count |
0
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Hydrogen Bond Acceptor Count |
3
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Rotatable Bond Count |
6
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Heavy Atom Count |
20
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Complexity |
264
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Defined Atom Stereocenter Count |
0
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SMILES |
CN(CCN(C1=CC=CC=N1)CC1C=CC(Cl)=CC=1)C
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InChi Key |
ICKFFNBDFNZJSX-UHFFFAOYSA-N
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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
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Chemical Name |
N'-[(4-chlorophenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
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Synonyms |
Avapena; Synopen; Suprastin; Anaphylline; Chlorneoantergan; Chloropyramine; Chlorpyramine; Halopyramine
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.4507 mL | 17.2533 mL | 34.5066 mL | |
5 mM | 0.6901 mL | 3.4507 mL | 6.9013 mL | |
10 mM | 0.3451 mL | 1.7253 mL | 3.4507 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Chloropyramine increases SASH1 expression in breast cancer cell lines. Oncotarget . 2016 Nov 8;7(45):72807-72818. td> |
Chloropyramine induces dose-dependent reduction of breast cancer cell line growth that involves apoptosis. Oncotarget . 2016 Nov 8;7(45):72807-72818. td> |
SASH1 depletion partially rescues chloropyramine-induced apoptosis in breast cancer cell lines. Oncotarget . 2016 Nov 8;7(45):72807-72818. td> |