Basic information
- CAS
61443-77-4- Standard SMILES
CN1CCN(C2=Nc3cc(O)ccc3Oc3ccc(Cl)cc32)CC1- InChIKey
VNJRIWXLPIYFGI-UHFFFAOYSA-N- Molecular formula
- C18H18ClN3O2
- Average molar mass
- 343.8 g/mol
- Monoisotopic mass
- 343.1087545
Overview
active metabolite of loxapine
Names & identifiers
- Preferred name
- 8-Hydroxyloxapine
- IUPAC
- 8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepin-3-ol
- English name
- 8-hydroxyloxapine
- Molecular formula
- C18H18ClN3O2
- Molecular weight
- 343.81
Names & synonyms
8-Hydroxyloxapine61443-77-40Q6HMM3XRCDTXSID80210387Dibenz(b,f)(1,4)oxazepin-8-ol, 2-chloro-11-(4-methyl-1-piperazinyl)-Dibenz[b,f][1,4]oxazepin-8-ol, 2-chloro-11-(4-methyl-1-piperazinyl)-RefChem:107186DTXCID801328788-Hydroxy Loxapine8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepin-3-olUNII-0Q6HMM3XRC2-Chloro-11-(4-methyl-1-piperazinyl)dibenz[b,f][1,4]oxazepin-8-ol
Show more names
8-Hydroxy Loxapine solutionLoxapine 8-Hydroxy Impurity
VNJRIWXLPIYFGI-UHFFFAOYSA-Norb1693107AKOS028114539FH24034PD060513CS-0091675NS00007240T37163
Database identifiers
- CAS
61443-77-4- PubChem CID
- 43655
- DTXSID
DTXSID80210387- UNII
- 0Q6HMM3XRC
- EC Number
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 48.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 481
Physicochemical properties
- Melting point
- 212 · 212-215°C
- Boiling point
- 523.713 · 523.713±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.393 · 1.393±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under Inert Atmosphere
- solubility
- DMSO: soluble
- form
- A solid
- pka
- 10.351 · 10.351±0.20(predicted)
- Stability
- Light Sensitive
- InChI
- 1S/C18H18ClN3O2/c1-21-6-8-22(9-7-21)18-14-10-12(19)2-4-16(14)24-17-5-3-13(23)11-15(17)20-18/h2-5,10-11,23H,6-9H2,1H3
- InChIKey
- VNJRIWXLPIYFGI-UHFFFAOYSA-N
- SMILES
- Clc1cc2c([o]c3c(nc2N4CCN(CC4)C)cc(cc3)O)cc1
- FDA UNII
- 0 Q6HMM3XRC · 0Q6HMM3XRC
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- WGK 2
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 3 - Flammable liquids
- target organs
- Eyes,Central nervous system
- Hazard statements
- H302+H312+H332-H315-H319
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P330-P302+P352-P321-P304+P340-P305+P351+P338-P332+P313-P362+P364-P337+P313-P501
Chemistry & industry
Applications
Description8-hydroxy Loxapine (8-OH loxapine) is a metabolite formed when loxapine , an atypical antipsychotic, is metabolized by the cytochrome P450 isoform CYP1A2. Loxapine displays high affinity for histamine, serotonin (5-HT), dopamine, and α1-adrenergic receptors (Ki values = 7, 7.7, 9.5, 12, and 31 nM for H1, 5-HT2A, 5-HT2C, D2, and α1A-adrenergic receptors, respectively). It reduces agitation associated with schizophrenia or bipolar disorder. 8-OH Loxapine is considered inactive as it has relatively low affinity to dopamine and 5-HT receptors compared to the parent compound, however, 8-OH loxapine inhibits [14C]5-HT uptake in vitro (IC50 = 2 μM in human platelets).
UsesThe inactive
Suppliers12 total
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
BOC Sciences16314854226 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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