10H-Phenothiazine, 10-((1-methyl-3-piperidinyl)methyl)-, hydrochloride (1:1)
Basic information
- CAS
2975-36-2- Standard SMILES
CN1CCCC(CN2c3ccccc3Sc3ccccc32)C1.Cl- InChIKey
RLCFKYRNUBRPIK-UHFFFAOYSA-N- Molecular formula
- C19H23ClN2S
- Average molar mass
- 346.9 g/mol
- Monoisotopic mass
- 346.1270476
Names & identifiers
- Preferred name
- 10H-Phenothiazine, 10-((1-methyl-3-piperidinyl)methyl)-, hydrochloride (1:1)
- IUPAC
- 10-[(1-methylpiperidin-3-yl)methyl]phenothiazine;hydrochloride
- English name
- 10-[(1-methyl-3-piperidyl)methyl]-10H-phenothiazine monohydrochloride
- Molecular formula
- C19H23ClN2S
- Molecular weight
- 346.91732
Names & synonyms
Mepazine hydrochloridePecazine hydrochloride2975-36-2Mepazine chloridePecazine monohydrochlorideNSC-64076TIW15Q5R21NSC64076Phenothiazine, 10-((1-methyl-3-piperidyl)methyl)-, monohydrochloride10H-PHENOTHIAZINE, 10-((1-METHYL-3-PIPERIDINYL)METHYL)-, HYDROCHLORIDE (1:1)RefChem:1057276221-020-8
Show more names
MALT1 Inhibitor II, Mepazine Hydrochloride10-[(1-methyl-3-piperidyl)methyl]-10H-phenothiazine monohydrochloride10H-Phenothiazine, 10-[(1-methyl-3-piperidinyl)methyl]-,monohydrochloride
Mepazine (hydrochloride)MEPAZINE HCLEINECS 221-020-810-((1-Methylpiperidin-3-yl)methyl)-10H-phenothiazine hydrochloride738596-90-210-((1-Methyl-3-piperidyl)methyl)phenothiazine hydrochloride10-[(1-Methyl-3-piperidyl)methyl]phenothiazine hydrochloride10H-Phenothiazine, 10-((1-methyl-3-piperidinyl)methyl)-, monohydrochloride
Database identifiers
- CAS
2975-36-2- PubChem CID
- 102907
- DTXSID
DTXSID201350400- UNII
- TIW15Q5R21
- EC Number
- 221-020-8
Properties
Computed structural properties
- Topological polar surface area
- 31.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 352
Physicochemical properties
- Melting point
- 180 · 180-181 °C
- Boiling point
- 180 · 180-183 °C(Press: 0.5 Torr)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 50 mg/mL · DMSO: 50 mg/mL (144.13 mM)
- form
- Solid
- color
- White to off-white
- Water Solubility
- 2 O: · H2O: 2.5mg/mLDMSO: 25mg/mL
- InChI
- 1S/C19H22N2S.Cl/c1-20-12-6-7-15(13-20)14-21-16-8-2-4-10-18(16)22-19-11-5-3-9-17(19)21;/h2-5,8-11,15H,6-7,12-14H2,1H3;
- InChIKey
- ZGQUIYCUOPQIDJ-UHFFFAOYSA-N
- FDA UNII
- 15 Q5R21 · TIW15Q5R21
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P501
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, 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. 4 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
UsesMepazine hydrochloride is a cell-permeable phenothiazine derivative that inhibits mucosa-associated lymphoid tis 1(MALT1). It does not inhibit the caspase 3 or 8 proteolytic activity in a reversible and non-competitive manner. It blocks anti-CD3/CD28-stimulated IL-6 production in primary murine CD4+ T-cell and human peripheral blood mononuclear cell (PBMC) cultures. Mepazine has been observed to inhibit the MALT1 activity in activated B cell-like diffuse large B cell lymphoma (ABC-DLBCL)and RelB cleavage, resulting in effective blockage of nuclear factor (NF-κB)-dependent interleukin-6, 10 as well as anti-apoptoticB-cell lymphoma - extra-large (Bcl-xL) and FLIP-L expression. Mepazineshows ABC-DLBCL-selective cytotoxicity over GCB-DLBCL both in cultures in vitro and in mice in vivo.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…