113-52-0
Imipramine HCl
CAS: 113-52-0
Molecular Formula: C19H25ClN2
113-52-0 - Names and Identifiers
| Name | Imipramine HCl |
| Synonyms | tofranil tofranile Imipramine HCl LABOTEST-BB LT00452014 Imipramine hydrochloride Imipramine Hydrochloride (200 mg) 10,11-Dihydro-N,N-dimithyl-5,H-dibenz[b,f]azepine-5-propanamine 5-(3-dimethylaminopropyl)-10,11-dihydro-5h-dibenz(b,f)azepinehydrochloride 3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl)-N,N-dimethylpropan-1-aminium chloride Imipramine hydrochloride,10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride, 5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride |
| CAS | 113-52-0 |
| EINECS | 204-030-7 |
| InChI | InChI=1/C20H25N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-11,20H,7,12-15H2,1-2H3;1H |
113-52-0 - Physico-chemical Properties
| Molecular Formula | C19H25ClN2 |
| Molar Mass | 316.87 |
| Melting Point | 168-1700C |
| Boling Point | 377.7°C at 760 mmHg |
| Flash Point | 9℃ |
| Water Solubility | Soluble in water |
| Solubility | H2O: 50mg/mL |
| Vapor Presure | 6.6E-06mmHg at 25°C |
| Appearance | crystalline |
| Color | white |
| Maximum wavelength(λmax) | ['260nm(lit.)'] |
| Merck | 14,4920 |
| PH | 4.2～5.2(100g/l,25℃) |
| Storage Condition | 2-8°C |
| Physical and Chemical Properties | White crystalline powder. Melting Point 174-175 °c. Soluble in water, ethanol, acetone-soluble, almost insoluble in ether. Odorless and bitter. It was gradually changed in light. Imipramine base ([50-49-7]) has a boiling point of 160 °c (13.3). |
| Use | For the treatment of various types of depression, infantile enuresis |
| In vitro study | Depression-like behavior is often complicated by chronic pain. Antidepressants including imipramine are widely used to treat chronic pain, but the mechanisms are not fully understood. Imipramine (IC 50 =32 nM) and desipramine (IC 50 =160 nM) are found to be potent inhibitors of the human placental serotonin transporter. |
| In vivo study | Administration of imipramine reverses social avoidance behavior, significantly increasing the interaction time. 24 days of imipramine treatment in RSD mice significantly decreases stress-induced mRNA levels for IL-6 in brain microglia. Chronic mild stress induces a long-term altered gene expression profile in the prefrontal cortex that is partially reverted by imipramine treatment (10mg/kg, i.p.). Chronic imipramine administration alteres the amino acid dynamics in the brain. In the striatum, the concentrations of asparagine, glutamine and methionine are significantly increased by chronic imipramine administration. In the thalamus and hypothalamus, chronic imipramine administration significantly decreased the valine concentration. Imipramine reduces pain-related negative emotion without influencing pain and that this effect is diminished by denervation of 5-HT neurons and by anti-BDNF treatment. Imipramine also normalizes derangement of ERK/CREB coupling, which leads to induction of BDNF. This suggests a possible interaction between 5-HT and BDNF. Imipramine treatment counteracts the corticosterone administration-induced increase in the reactivity of rat CA3 hippocampal circuitry to the activation of the 5-HT receptor. |
113-52-0 - Risk and Safety
| Risk Codes | R23/25 - Toxic by inhalation and if swallowed. R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S7 - Keep container tightly closed. S16 - Keep away from sources of ignition. S24 - Avoid contact with skin. S33 - Take precautionary measures against static discharges. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 1230 3/PG 2 |
| WGK Germany | 3 |
| RTECS | HO1925000 |
| TSCA | Yes |
| HS Code | 2933995800 |
| Toxicity | LD50 in mice, rats (mg/kg): 400, 490 orally; 110, 90 i.p. (Tobe) |
113-52-0 - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 3.156 ml | 15.779 ml | 31.559 ml |
| 5 mM | 0.631 ml | 3.156 ml | 6.312 ml |
| 10 mM | 0.316 ml | 1.578 ml | 3.156 ml |
| 5 mM | 0.063 ml | 0.316 ml | 0.631 ml |
Last Update：2024-01-02 23:10:35
113-52-0 - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Imipramine hydrochloride inhibits serotonin transporter (serotonin) with an IC50 value of 32 nM. Imipramine hydrochloride can prevent the translocation of pancreatin and inhibit the secretion of MV and exosomes. |
| target | IC50: 32 nM (serotonin) |
| use | sedative antihistamines and antidepressants for the treatment of mental depression and infantile enuresis. used to treat various types of depression, infantile enuresis, etc. |
| production method | 10,11-dihydro-5-dibenzo [B, f] azazepine (see 14230) is heated and refluxed together with toluene and sodium ammonia for 1h, cooled to 40-50 ℃, added dropwise 1-chloro-3-dimethylaminopropane, and refluxed for 16h. Cooling, filtering, washing the filtrate layer with water, distilled the toluene layer under reduced pressure, recovered toluene, collected 210-230 ℃(0.67kPa) fraction, obtained mipamine base, and finally obtained the finished product by salt. |
Last Update：2024-04-09 15:16:47
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View History
113-52-0
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