MW 458.6 Da, Purity >99%. Potent, selective histamine H1 receptor antagonist (IC50 = 4 nM) and potent hERG K+ channel blocker (IC50 =0.9 nM). Orally active. Antiallergic agent. Active *in vivo* and *in vitro*.
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- Acta pharmacologica Sinica 40:1587-15952019AZD9291 inactivates the PRC2 complex to mediate tumor growth inhibition.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKai-Li Zhang et. al.PubMed 31171828
Key facts
- CAS number
- 68844-77-9
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 458.6 Da
- Molecular formula
- C28H31FN4O
- PubChem identifier
- 2247
- Nature
- Synthetic
Target data
Alternative names
3dopamine receptor, 5 HT 2B receptor, 5 HT(2B), 5 HT1DB, 5 HT2 receptor, 5 HTT, 5 HTTLPR, 5 Hydroxytryptamine 2C receptor, 5 hydroxytryptamine (serotonin) receptor 2B, 5 hydroxytryptamine (serotonin) receptor 2B G protein coupled, 5 hydroxytryptamine (serotonin) receptor 6 G protein coupled, 5 hydroxytryptamine (serotonin) transporter, 5 hydroxytryptamine 1A receptor, 5 hydroxytryptamine 2B receptor, 5 hydroxytryptamine 6 receptor, 5 hydroxytryptamine transporter, 5-HT-1C, 5-HT-1D-beta, 5-HT-2, 5-HT-6, 5-HTR2C, 5-ht-1c receptor, 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled, 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled, 5-hydroxytryptamine 2A receptor, 5-hydroxytryptamine receptor 1B, 5-hydroxytryptamine receptor 1C, 5-hydroxytryptamine receptor 2A, 5-hydroxytryptamine receptor 2B, 5-hydroxytryptamine receptor 2C, 5-hydroxytryptamine receptor 6, 5HT transporter, 5HT1B_HUMAN, 5HT2A_HUMAN, 5HT2B_HUMAN, 5HT2C_HUMAN, 5HT2F, 5HT6R_HUMAN, ABC 21, ABC20, ABCB1, ABCB4 protein, ACLS, ACM3_HUMAN, ACM4_HUMAN, ACM5_HUMAN, AChR, AChR M5, ADA1D_HUMAN, ADA2A_HUMAN, ADA2C_HUMAN, ADRA1A, ADRA1L1, ADRA2, ADRA2A, ADRA2L2, ADRA2R, ADRA2RL1, ADRA2RL2, ADRAR, ADRARL1, ADRARL2, ADRB2RL1, ADRBRL1, AL024364, ATP binding cassette sub family B MDR/TAP member 4, ATP binding cassette, sub family B (MDR/TAP), member 1, ATP-binding cassette sub-family B member 1, ATP-binding cassette sub-family B member 4, Acetylcholine receptor muscarinic 5, Adra 2c, Adra1d, Adrenergic alpha 1A receptor, Adrenergic alpha 1B receptor, Adrenergic alpha 1C receptor, Adrenergic alpha 1D receptor, Adrenergic alpha 2A receptor, Adrenergic alpha 2C receptor, Adrenoceptor alpha 2C, Aging-associated gene 8 protein, Alpha 2 adrenergic receptor subtype C2, Alpha 2AAR subtype C10, Alpha 2B adrenoceptor, Alpha 2B adrenoreceptor, Alpha 2C adrenergic receptor subtype C4, Alpha adrenergic receptor 1b, Alpha adrenergic receptor 1d, Alpha-1A adrenergic receptor, Alpha-1A adrenoreceptor, Alpha-1C adrenergic receptor, Alpha-1D adrenergic receptor, Alpha-1D adrenoceptor, Alpha-1D adrenoreceptor, Alpha-2 adrenergic receptor subtype C10, Alpha-2 adrenergic receptor subtype C4, Alpha-2-adrenergic receptor, renal type, Alpha-2A adrenergic receptor, Alpha-2A adrenoceptor, Alpha-2A adrenoreceptor, Alpha-2AAR, Alpha-2C adrenergic receptor, Alpha-2C adrenoceptor, Alpha-2C adrenoreceptor, Alpha-2CAR, Alpha-adrenergic receptor 1a, Alpha-adrenergic receptor 1c, Arachidonic acid epoxygenase, BPHS, mouse, homolog of, CAC1C_HUMAN, CAC1D_HUMAN, CAC1S_HUMAN, CACH 2, CACH1, CACH3, CACN 2, CACN1, CACN4, CACNA 1D, CACNL1A1, CACNL1A2, CACNL1A3, CCHL1A1, CCHL1A2, CCHL1A3, CD243, CHKM5MR, CHRM 3, CHRM1, CLCS, CP2J2_HUMAN, CPJ2, CYPIIJ2, CaV1.2, Cach1b, Calcium channel, Calcium channel L type alpha 1 polypeptide isoform 1 cardiac muscle, Calcium channel L type alpha 1 polypeptide isoform 2, Calcium channel cardic dihydropyridine sensitive alpha 1 subunit, Calcium channel neuroendocrine/brain type alpha 1 subunit, Calcium channel voltage dependent L type alpha 1, Calcium channel voltage dependent L type alpha 1C subunit, Calcium channel voltage dependent L type alpha 1D subunit, Calcium channel, L type, alpha 1 polypeptide, isoform 3, skeletal, Calcium channel, L type, alpha 1 polypeptide, isoform 3, skeletal muscle, Calcium channel, L type, alpha 1 polypeptide, isoform 3, skeletal muscle, hypokalemic periodic paralysis, Calcium channel, skeletal muscle dihydropyridine sensitive , alpha 1 subunit, Calcium channel, voltage dependent, L type, alpha 1S subunit, Calcium channel, voltage-dependent, L type, alpha 1S subunit, b, Cav1.1, Cav1.3, Cholinergic receptor muscarinic 1, Cholinergic receptor muscarinic 4, Cholinergic receptor muscarinic 5, Chrm 4, Chrm 5, Colchicin sensitivity, Cytochrome P450 2J2, Cytochrome P450 family 2 subfamily J polypeptide 2, Cytochrome P450 subfamily IIJ (arachidonic acid epoxygenase) polypeptide 2, Cytochrome P450 subfamily IIJ polypeptide 2, D(2) dopamine receptor, D(3) dopamine receptor, D2 dopamine receptor, D2DR, D2R, DA transporter, DAT, DAT 1, DHPR alpha 1, DHPR alpha 1 subunit, DNA binding protein, DRD2_HUMAN, DRD3_HUMAN, Dihydropyridine receptor, Dihydropyridine sensitive L type calcium channel alpha 1 subunit, Dopamine D2 receptor, Dopamine D3 receptor, Dopamine receptor D2, Dopamine receptor D3, Dopamine transporter, Dopamine transporter 1, Doxorubicin resistance, EGBRS, ETM1, Eag-related protein 1, Ether a go go related potassium channel protein, Ether-a-go-go-related gene potassium channel 1, Ether-a-go-go-related protein 1, FET1, G-21, GBD1, 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, GP170, Gastric receptor 1, Gastric receptor I, Glioma associated oncogene family zinc finger 3, H-ERG, H1 R, HGNC:5183, HH1R, HH2R, HM 3, HM 4, HM 5, HM1, HOKPP, HRH1_HUMAN, HRH2_HUMAN, HTR 2, HTR 2A, HTR 6, HTR1D2, HTR1DB, HTR2, formerly, HTR2C, HisH1, Histamine H(1) receptor, Histamine H1 receptor, Histamine H2 receptor, Histamine receptor H1, Histamine receptor H2, Histamine receptor subclass H1, Htr 2b, Htr1b, Htr1c, HypoPP, ICP3, KCNH2_HUMAN, Kv11.1, L type, LMOR, LQT 2, LQT8, M-OR-1, M3 muscarinic receptor, M4, M5R, MAC30, MDR1_HUMAN, MDR2, MDR2/3, MDR3 P glycoprotein, MDR3 P gp, MDR3_HUMAN, MGC41838, MHS5, MOR, Malignant hyperthermia susceptibility 5, Microsomal monooxygenase, Mu opiate receptor, Mu opioid receptor, Mu-type opioid receptor, Multidrug resistance 1, Multidrug resistance protein 1, Multidrug resistance protein 3, Multiple drug resistance 3, Muscarinic acetylcholine receptor M1, Muscarinic acetylcholine receptor M3, Muscarinic acetylcholine receptor M4, Muscarinic acetylcholine receptor M5, NK-2 receptor, NK2R_HUMAN, NKNAR, NP75 protein, NR1B1, Na+/Cl- dependent serotonin transporter, Neurokinin 2 receptor, Neurokinin A receptor, Neurotransmitter transporter, Norepinephrine transporter, Nuclear mitotic apparatus protein retinoic acid receptor alpha fusion protein, Nuclear receptor subfamily 1 group B member 1, Nucleophosmin retinoic acid receptor alpha fusion protein NPM RAR long form, OCD1, OPRM1, OPRM_HUMAN, OTTHUMP00000010550, OTTHUMP00000058849, OTTHUMP00000161242, OTTHUMP00000161243, Oncogene GLI3, Opioid receptor mu 1, P-glycoprotein 1, P-glycoprotein 3, PAP A, PAPB, PASNA, PFIC 3, PGY 3, PGY1, PKDYS, PPD IV, Potassium channel HERG, Potassium voltage gated channel subfamily H (eag related) member 2, Potassium voltage-gated channel subfamily H member 2, Protein MAC30, RAR, RAR-alpha, RARA_HUMAN, RARalpha1, ROB1, RP23 167I12.6, Retinoic acid nuclear receptor alpha variant 1, Retinoic acid nuclear receptor alpha variant 2, Retinoic acid receptor alpha, Retinoic acid receptor alpha polypeptide, SANDD, SC6A2_HUMAN, SC6A3_HUMAN, SC6A4_HUMAN, SEROTONIN 5HT2B RECEPTOR, SERT, SERT1, SGMR1_HUMAN, SIG-1R, SKR, SLC6A3, SLC6A5, SQT1, SR-BP, SR31747-binding protein, Serotonin 1D beta receptor, Serotonin 5-HT-2C receptor, Serotonin receptor 1A, Serotonin receptor 1B, Serotonin receptor 2A, Serotonin receptor 2B, Serotonin receptor 2C, Serotonin receptor 6, Serotonin transporter 1, Seven transmembrane helix receptor, Sigma 1-type opioid receptor, Sigma non-opioid intracellular receptor 1, Sigma1-receptor, Sigma1R, Sigmar1, Slc6a2, Slc6a4, Sodium-dependent dopamine transporter, Sodium-dependent noradrenaline transporter, Sodium-dependent serotonin transporter, Solute carrier family 6 (neurotransmitter transporter dopamine), member 3, Solute carrier family 6 (neurotransmitter transporter norepinephrine) member 5, Solute carrier family 6 (neurotransmitter transporter) member 4, Solute carrier family 6 (neurotransmitter transporter), member 3, Solute carrier family 6 (neurotransmitter transporter, noradrenalin), member 2, Solute carrier family 6 member 2, Solute carrier family 6 member 3, Solute carrier family 6 member 4, Solute carrier family 6 member 5, Stomach fundus serotonin receptor, Substance-K receptor, Subtype alpha2 C4, TAC 2R, TAC R2, TACR 2, TACR2, TMM97_HUMAN, TS, TTPP1, Tachykinin receptor 2, Tachykinin receptor 2 (substance K receptor; neurokinin 2 receptor), Transcriptional activator GLI3, Transcriptional repressor GLI3R, Transmembrane protein 97, Variable number tandem repeat (VNTR), Voltage dependent L type calcium channel alpha 1C subunit, Voltage gated L type calcium channel Cav1.2 alpha 1 subunit, splice variant 10*, Voltage gated calcium channel alpha 1 subunit, Voltage gated calcium channel alpha subunit Cav1.2, Voltage gated calcium channel alpha subunit Cav1.3, Voltage gated potassium channel, subfamily H, member 2, Voltage-dependent L-type calcium channel subunit alpha-1C, Voltage-dependent L-type calcium channel subunit alpha-1D, Voltage-dependent L-type calcium channel subunit alpha-1S, Voltage-gated calcium channel subunit alpha Cav1.1, Voltage-gated calcium channel subunit alpha Cav1.2, Voltage-gated calcium channel subunit alpha Cav1.3, Voltage-gated potassium channel subunit Kv11.1, Zinc finger protein GLI 3, alpha 2BAR, alpha-1 polypeptide, alpha-2-adrenergic receptor, platelet type, alpha2 AR C4, alpha2 C4, alpha2C, alpha2cii-adrenergic receptor, cardiac muscle, cholinergic receptor muscarinic 3, eag homolog, flavoprotein-linked monooxygenase, fmd, hERG-1, hMOP, hSERT, hSigmaR1, isoform 1, isoform 2, isoform 3, m3 muscarinic acetylcholine receptor, m5, mSigmaR1, muscarinic 3, muscarinic cholinergic m3 receptor, muscarinic m3 receptor, opioid receptor, sigma 1, opioid receptor, sigma 1 isoform 1, serotonin 1c receptor, serotonin 2c receptor, serotonin 5-HT-2 receptor, formerly, serotonin 5-HT-2A receptor, sj, solute carrier family 6 (neurotransmitter transporter, serotonin), member 4
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MW 458.6 Da, Purity >99%. Potent, selective histamine H1 receptor antagonist (IC50 = 4 nM) and potent hERG K+ channel blocker (IC50 =0.9 nM). Orally active. Antiallergic agent. Active *in vivo* and *in vitro*.
Key facts
- CAS number
- 68844-77-9
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 458.6 Da
- Molecular formula
- C28H31FN4O
- PubChem identifier
- 2247
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 50 mM.
Soluble in ethanol to 50 mM.
- Biochemical name
- Astemizole
- Biological description
Potent, selective histamine H1 receptor antagonist (IC50 = 4 nM) and potent hERG K+ channel blocker (IC50 =0.9 nM). Orally active. Antiallergic agent. Active *in vivo* and *in vitro*.
- Canonical SMILES
- COC1=CC=C(C=C1)CCN2CCC(CC2)NC3=NC4=CC=CC=C4N3CC5=CC=C(C=C5)F
- InChI
- InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)
- InChIKey
- GXDALQBWZGODGZ-UHFFFAOYSA-N
- IUPAC name
- 1-[(4-fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl]benzimidazol-2-amine
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- Ambient
- Appropriate long-term storage conditions
- Ambient
- Storage information
- 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 Sigma1-receptor is a protein with a molecular weight of approximately 25 kDa. This receptor found in the endoplasmic reticulum exhibits widespread expression in several tissues including the central nervous system and heart. The Sigma1-receptor does not resemble classic opioid receptors and displays unique binding characteristics. Its roles involve mediating signal transduction through physical interaction with other proteins.
- Biological function summary
The Sigma1-receptor influences neurotransmitter release cellular survival and neuroplasticity. It acts as a chaperone protein interacting with ion channels and receptors to modulate their activity. The receptor forms dynamic complexes with various cellular components impacting calcium signaling and neuronal adaptation processes. It is also involved in regulating cellular stress responses.
- Pathways
The Sigma1-receptor plays a significant role in the cellular stress response and calcium signaling pathways. It interacts closely with proteins such as the NMDA receptor and IP3 receptor within these pathways affecting intracellular calcium levels and cell survival. Through these interactions the Sigma1-receptor modulates synaptic plasticity and neuroprotection important in signal transduction processes.
- Associated diseases and disorders
The Sigma1-receptor has been associated with neurodegenerative diseases like Alzheimer's disease and psychiatric disorders such as depression. Its modulation of calcium homeostasis and cellular stress is critical in these conditions. Disorders related to NMDA receptor dysfunction often implicate the Sigma1-receptor highlighting its therapeutic potential in managing synaptic and neuroprotective processes.
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Chemical Structure - Astemizole, histamine H1 receptor antagonist and hERG K+ channel blocker (ab144583)
2D chemical structure image of ab144583, Astemizole, histamine H1 receptor antagonist and hERG K+ channel blocker
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