| Field | Specification |
|---|---|
| Alternative names | (±)-Promethazine |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C17H20N2S |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Promethazine, also known as (±)-Promethazine, is an orally active histamine receptor antagonist[1]. It is a first-generation antihistamine of the phenothiazine family that shows strong sedative and weak antipsychotic effects[1][2][3][4]. It is supplied as a white to off-white solid (C17H20N2S, MW 284.42) at 99.67% purity.
Physical & Chemical Properties
| CAS Number | 60-87-7 |
|---|---|
| Molecular Formula | C17H20N2S |
| Molecular Weight | 284.42 g/mol |
| Purity | 99.67% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | CC(N(C)C)CN1C2=C(C=CC=C2)SC3=CC=CC=C31 |
| Signaling Pathway | GPCR/G Protein; Neuronal Signaling; Immunology/Inflammation |
| Solubility | In Vitro: DMSO: 100 mg/mL (351.59 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 100 mg/mL (351.59 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 2.5 mg/mL (8.79 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 2.5 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (25.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 90% Corn Oil |
|---|---|
| Result | ≥ 2.5 mg/mL (8.79 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 2.5 mg/mL (saturation not determined). Use with caution if continuous dosing will exceed two weeks. For 1 mL of working solution: add 100 μL DMSO stock (25.0 mg/mL) to 900 μL corn oil. |
Data provided by the manufacturer.
In Vitro
In SW480, HCT116, HT29, and Caco2 CRC cells, Promethazine (0-100 μM, 24 h) suppresses proliferation in a concentration-dependent manner[5].
Cell Viability Assay[5]
| Cell Line | SW480, HCT116, HT29, and Caco2 CRC cells |
|---|---|
| Concentration | 0-100 μM |
| Incubation Time | 24 hours |
| Result | Exhibited IC50 values of 40.96, 74.79, 27.34 and 33.00 μM in Caco2, HCT116, HT29 and SW480 cells, respectively. |
In Vivo
A single intraperitoneal injection of Promethazine (2 mg/kg, 4 mg/kg, or 6 mg/kg) effectively lowers the writhing response[6].
| Animal Model | Male NMRI mice (20-30 g) injected with acetic acid (0.7%)[6] |
|---|---|
| Dosage | 2 mg/kg, 4 mg/kg, 6 mg/kg |
| Administration | Intraperitoneal injection; 2 mg/kg, 4 mg/kg, 6 mg/kg; once |
| Result | Inhibited writhing response by 43.2%, 53.9% and 62.3% at 2, 4, 6 mg/kg. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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Identification of anti-flaviviral drugs with mosquitocidal and anti-Zika virus activity in Aedes aegypti. PLoS Negl Trop Dis 2019 Aug 20;13(8):e0007681.
PMID: 31430351