MW 316.9 Da, Purity >98%. Tricyclic antidepressant with various pharmacological activities. Inhibits reuptake inhibitors (Ki values are 19, 98 and >1000 nM for SERT, NET and DAT, respectively). Muscarinic receptor inhibitor (IC50 = 0.13 μM for M2). Serotonin receptor inhibitor (Ki values are 94 and 160 nM for 5-HT2A and 5-HT2C, respectively). Crosses the blood-brain barrier.
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- Current protocols 1:e2082021Models of Depression: Unpredictable Chronic Mild Stress in Mice.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMathieu NolletPubMed 34406704
- Neuron 97:571-585.e52018TMC Proteins Modulate Egg Laying and Membrane Excitability through a Background Leak Conductance in C. elegans.Applications:Unspecified applicationReactive species:Unspecified reactive speciesXiaomin Yue et. al.PubMed 29395910
Key facts
- CAS number
- 113-52-0
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 316.9 Da
- Molecular formula
- C19H25ClN2
- PubChem identifier
- 8228
- Nature
- Synthetic
Alternative names
2700049B16Rik, 3110031N04Rik, 5 HTT, 5 HTTLPR, 5 hydroxytryptamine (serotonin) transporter, 5 hydroxytryptamine transporter, 5HT transporter, ACLS, AIS, ANDR_HUMAN, AP-1, AR, AR8, Activator protein 1, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), BAR, BK channel, BK channel beta subunit, BK channel subunit beta-1, BK channel subunit beta-2, BK channel subunit beta-4, BKCA alpha, BKCA alpha subunit, BKTM, BKbeta, BKbeta1, BKbeta2, BKbeta4, BXR, Bile acid receptor, CAPC, CHNG1, Calcium activated potassium channel beta 4 subunit, Calcium activated potassium channel subfamily M subunit beta 1, Calcium activated potassium channel subfamily M subunit beta 2, Calcium activated potassium channel subfamily M subunit beta 4, Calcium-activated potassium channel, Calcium-activated potassium channel subunit alpha-1, Calcium-activated potassium channel subunit beta, Calcium-activated potassium channel subunit beta-1, Calcium-activated potassium channel subunit beta-2, Calcium-activated potassium channel subunit beta-4, Charybdotoxin receptor subunit beta-1, Charybdotoxin receptor subunit beta-2, Charybdotoxin receptor subunit beta-4, Cytokeratin-associated protein in cancer, DHTR, DNA binding protein, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), Drosophila slowpoke like, Eag-related protein 1, Enhancer Binding Protein AP1, Ether a go go related potassium channel protein, Ether-a-go-go-related gene potassium channel 1, Ether-a-go-go-related protein 1, FLJ00280, FLJ00318, FLJ16020, FLJ16733, Farnesoid X-activated receptor, Farnesol receptor HRR-1, GCPS, GLI Kruppel family member GLI 3, GLI Kruppel family member GLI3 (Greig cephalopolysyndactyly syndrome), GLI family zinc finger 3, GLI3 C-terminally truncated form, GLI3 form of 190 kDa, GLI3 form of 83 kDa, GLI3 full length protein, GLI3-190, GLI3-83, GLI3FL, GLI3_HUMAN, Glioma associated oncogene family zinc finger 3, H-ERG, HRR 1, HUMARA, HYSP1, Hbeta1, Hbeta2, Hbeta3, Hbeta4, IMD42, JUN protein, JUNC, JUN_HUMAN, Jun Activation Domain Binding Protein, Jun oncogene, Jun proto oncogene, K(VCA)alpha, K(VCA)beta, K(VCA)beta-1, K(VCA)beta-2, K(VCA)beta-4, KCMA1_HUMAN, KCMB1_HUMAN, KCMB2_HUMAN, KCMB4_HUMAN, KCNH2_HUMAN, KCNMA, KCNMA1, KCNMB 1, KCNMB 2, KCa1.1, KD, Kennedy disease (KD), Kv11.1, LGR 3, LQT 2, LRC26_HUMAN, Large conductance Ca2+ activated K+ channel beta 1 subunit, Large conductance Ca2+ activated K+ channel beta2 subunit, Large conductance calcium activated potassium channel beta 2 subunit, Large conductance calcium dependent potassium ion channel beta 4 subunit, Leucine-rich repeat-containing protein 26, Lrrc26, MGC102720, MGC129539, MGC22431, MGC57945, MGC75129, Maxi K channel, Maxi K channel beta subunit, Maxi K channel subunit beta-1, Maxi K channel subunit beta-2, Maxi K channel subunit beta-4, Maxi Potassium channel alpha, MaxiK, MaxiK channel beta 2 subunit, NR1B1, NR1F3, NR1I2_HUMAN, NR2B1, NR3C4, Na+/Cl- dependent serotonin transporter, Nuclear mitotic apparatus protein retinoic acid receptor alpha fusion protein, Nuclear receptor ROR-gamma, Nuclear receptor RZR-gamma, Nuclear receptor subfamily 1 group B member 1, Nuclear receptor subfamily 1 group F member 3, Nuclear receptor subfamily 1 group I member 2, Nuclear receptor subfamily 2 group B member 1, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), Nucleophosmin retinoic acid receptor alpha fusion protein NPM RAR long form, OCD1, ONR 1, OTTHUMP00000022510, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Oncogene GLI3, Oncogene JUN, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, PAP A, PAPB, PAR, PAR q, PPD IV, PRR, Potassium channel HERG, Potassium large conductance calcium activated channel subfamily M beta member 1, Potassium large conductance calcium activated channel subfamily M beta member 2, Potassium large conductance calcium activated channel subfamily M beta member 4, Potassium voltage gated channel subfamily H (eag related) member 2, Potassium voltage-gated channel subfamily H member 2, Pregnane X receptor, Proto-oncogene c-jun, RAR, RAR related orphan nuclear receptor variant 2, RAR related orphan receptor C, isoform a, RAR related orphan receptor gamma, RAR-alpha, RAR-related orphan receptor C, RARA_HUMAN, RARalpha1, RIP 14, RORG_HUMAN, RXR alpha1, RXR-interacting protein 14, RXRA_HUMAN, RZR GAMMA, RZRG, Retinoic acid binding receptor gamma, Retinoic acid nuclear receptor alpha variant 1, Retinoic acid nuclear receptor alpha variant 2, Retinoic acid receptor RXR-alpha, Retinoic acid receptor alpha, Retinoic acid receptor alpha polypeptide, Retinoid X nuclear receptor alpha, Retinoid X receptor alpha, Retinoid X receptor-interacting protein 14, Retinoid-related orphan receptor-gamma, Rorc, SAKCA, SBMA, SC6A4_HUMAN, SERT, SERT1, SLO, SMAX1, SQT1, SXR, Serotonin transporter 1, Seven transmembrane helix receptor, Slc6a4, Slo homolog, Slo-alpha, Slo-beta, Slo-beta-1, Slo-beta-2, Slo-beta-4, Slo1, Slowpoke homolog, Sodium-dependent serotonin transporter, Solute carrier family 6 (neurotransmitter transporter) member 4, Solute carrier family 6 member 4, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid and xenobiotic receptor, TFM, TOR, TSH Receptor, TSHR_HUMAN, Testicular Feminization (TFM), Thyroid adenoma hyperfunctioning, Thyroid carcinoma with thyrotoxicosis, Thyroid stimulating hormone receptor, isoform 2, Thyroid-stimulating hormone receptor, Thyrotropin receptor, Thyrotropin receptor I, Thyrotropin receptor I, hTSHR I, Transcription factor AP-1, Transcriptional activator GLI3, Transcriptional repressor GLI3R, V jun sarcoma virus 17 oncogene homolog, V jun sarcoma virus 17 oncogene homolog (avian), V-jun avian sarcoma virus 17 oncogene homolog, Voltage gated potassium channel, subfamily H, member 2, Voltage-gated potassium channel subunit Kv11.1, Zinc finger protein GLI 3, androgen receptor splice variant 4b, bA350O14.10, cJun, cytokeratin-associated protein, eag homolog, hERG-1, hSERT, hSlo, hTSHR I, hslo beta, p39, pregnane X nuclear receptor variant 2, solute carrier family 6 (neurotransmitter transporter, serotonin), member 4, subfamily M subunit alpha-1, subfamily M subunit beta-1, subfamily M subunit beta-2, subfamily M subunit beta-4
Recommended products
MW 316.9 Da, Purity >98%. Tricyclic antidepressant with various pharmacological activities. Inhibits reuptake inhibitors (Ki values are 19, 98 and >1000 nM for SERT, NET and DAT, respectively). Muscarinic receptor inhibitor (IC50 = 0.13 μM for M2). Serotonin receptor inhibitor (Ki values are 94 and 160 nM for 5-HT2A and 5-HT2C, respectively). Crosses the blood-brain barrier.
Key facts
- CAS number
- 113-52-0
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 316.9 Da
- Molecular formula
- C19H25ClN2
- PubChem identifier
- 8228
- Nature
- Synthetic
- Solubility
Soluble in water to 100 mM.
- Biochemical name
- Imipramine hydrochloride
- Biological description
Tricyclic antidepressant with various pharmacological activities. Inhibits reuptake inhibitors (Ki values are 19, 98 and >1000 nM for SERT, NET and DAT, respectively). Muscarinic receptor inhibitor (IC50 = 0.13 μM for M2). Serotonin receptor inhibitor (Ki values are 94 and 160 nM for 5-HT2A and 5-HT2C, respectively). Crosses the blood-brain barrier.
- Canonical SMILES
- CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31.Cl
- InChI
- InChI=1S/C19H24N2.ClH/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21;/h3-6,8-11H,7,12-15H2,1-2H3;1H
- InChIKey
- XZZXIYZZBJDEEP-UHFFFAOYSA-N
- IUPAC name
- 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine;hydrochloride
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- +4°C
- Appropriate long-term storage conditions
- +4°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
The c-Jun protein also known as a component of the activator protein 1 (AP-1) transcription factor interacts with various cellular mechanisms. It is expressed in many different cell types including neuronal and immune cells. c-Jun plays a pivotal role in regulating gene expression apoptosis and cell proliferation. The protein has a mass of approximately 39 kDa and forms heterodimers with proteins like c-Fos. Other proteins of interest on the list include the Androgen Receptor and Retinoic Acid Receptor alpha both nuclear receptors involved in hormone signaling. The Maxi Potassium channel alpha/SLO and Maxi Potassium channel beta/KCNMB1 modulate potassium ion flow across cell membranes.
- Biological function summary
These targets influence critical cellular functions such as signal transduction and transcriptional regulation. c-Jun as part of the AP-1 complex mediates responses to various stress signals while the Androgen Receptor regulates gene expression related to male sexual development. Retinoic Acid Receptor alpha partners with Retinoid X Receptor alpha to form heterodimers that control differentiation and apoptosis. The PXR or Pregnane X Receptor is involved in xenobiotic metabolism. Potassium channels like KCNMB1 and KCNMB4 adjust membrane potential and cellular excitability.
- Pathways
Several proteins like c-Jun and the Androgen Receptor are integral to signaling cascades such as the MAPK/ERK and androgen signaling pathways respectively. These pathways are important for processes like cell growth and differentiation. Retinoic Acid Receptor alpha and RXRA influence the retinoic acid signaling pathway which is critical for cell differentiation. Proteins such as the Serotonin transporter also interface with neuronal signaling pathways impacting mood regulation.
- Associated diseases and disorders
C-Jun is associated with cancer and inflammatory diseases due to its role in cell proliferation and response to stress. Androgen Receptor mutations or dysregulation can lead to prostate cancer and androgen insensitivity syndrome. Dysfunctions in the Maxi Potassium channel can result in cardiovascular diseases like hypertension. Meanwhile the Serotonin transporter targeted by drugs like imipramine hydrochloride plays a significant role in depression and anxiety disorders connecting it to the action of antidepressants.
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Chemical Structure - Imipramine hydrochloride, Tricyclic antidepressant (ab141046)
2D chemical structure image of ab141046, Imipramine hydrochloride, Tricyclic antidepressant
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