CAS 60-89-9|Mepazine

Introduction:Basic information about CAS 60-89-9|Mepazine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMepazine
CAS Number60-89-9Molecular Weight310.45600
Density1.159 g/cm3Boiling Point444.4ºC at 760 mmHg
Molecular FormulaC19H22N2SMelting Point/
MSDS/Flash Point222.6ºC

Names

Name10-[(1-methylpiperidin-3-yl)methyl]phenothiazine
SynonymMore Synonyms

Mepazine BiologicalActivity

DescriptionMepazine (Pecazine) is a potent and selective MALT1 inhibitor. Mepazine inhibits GSTMALT1 full length and GSTMALT1 325-760 with IC50s of 0.83 and 0.42 μM, respectively. Mepazine affects viability of ABC-DLBCL cells by enhancing apoptosis[1].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>NF-κB >>MALT1
In VitroMepazine (5-20 μM; 4 days) causes a decrease of cell viability in the activated B cell subtype of diffuse large B cell lymphoma (ABCDLBCL) cells, without significantly affecting GCB-DLBCL cells[1]. Cell Viability Assay[1] Cell Line: ABC-DLBCL cell lines (HBL1, OCI-Ly3, U2932, TMD8, OCI-Ly10) and GCB-DLBCL cell lines (BJAB, Su-DHL-6, Su-DHL-4) Concentration: 5, 10, and 20 μM Incubation Time: 4 days Result: Caused a decrease of cell viability in the ABC-DLBCL cells HBL1, OCI-Ly3, U2932, and TMD8, without significantly affecting GCB-DLBCL cells.
In VivoMepazine (16 mg/kg; intraperitoneal administration) interferes with growth and induces apoptosis of ABC-DLBCL cell line OCI-Ly10 in NOD/scid IL-2Rgnull (NSG) mice with a murine DLBCL xenogeneic tumor model. Daily administration of Mepazine strongly impairs the expansion of the ABC-DLBCL cell line OCI-Ly10[1]. Animal Model: 6- to 8-week-old female NOD.Cg-Prkdcscid Il2rgtm1Wjl/SzJ (NSG) mice with a murine DLBCL xenogeneic tumor model[1] Dosage: 400 μg per animal (25 g), corresponding to approximately 16 mg/kg. Administration: Intraperitoneal administration; started 1 or 12 days after transplantation and given continuously every 24 hr; daily application Result: Daily administration strongly impaired the expansion of the ABC-DLBCL cell line OCI-Ly10.
References

[1]. Nagel D, et al. Pharmacologic inhibition of MALT1 protease by phenothiazines as a therapeutic approach for the treatment of aggressive ABC-DLBCL. Cancer Cell. 2012 Dec 11;22(6):825-37.

Chemical & Physical Properties

Density1.159 g/cm3
Boiling Point444.4ºC at 760 mmHg
Molecular FormulaC19H22N2S
Molecular Weight310.45600
Flash Point222.6ºC
Exact Mass310.15000
PSA31.78000
LogP4.63400
Index of Refraction1.627
InChIKeyCBHCDHNUZWWAPP-UHFFFAOYSA-N
SMILESCN1CCCC(CN2c3ccccc3Sc3ccccc32)C1

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SP2625000
CHEMICAL NAME :
Phenothiazine, 10-((1-methyl-3-piperidyl)methyl)-
CAS REGISTRY NUMBER :
60-89-9
LAST UPDATED :
199707
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C19-H22-N2-S
MOLECULAR WEIGHT :
310.49
WISWESSER LINE NOTATION :
T C666 BN ISJ B1- CT6NTJ A1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 24,136,1961
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
140 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 8,489,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
750 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CANJAE Canadian Anaesthetists' Society Journal. (Toronto, Ont., Canada) V.1-33, 1954-86. Volume(issue)/page/year: 3,224,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
70 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 4,232,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CANJAE Canadian Anaesthetists' Society Journal. (Toronto, Ont., Canada) V.1-33, 1954-86. Volume(issue)/page/year: 3,224,1956 *** REVIEWS *** TOXICOLOGY REVIEW JMSCA9 Journal of Mental Science. (London, UK) V.4-108, 1857-1962. For publisher information, see BJPYAJ. Volume(issue)/page/year: 106,755,1960

Safety Information

Hazard CodesXi
HS Code2934300000

Customs

HS Code2934300000
Summary2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

Lacumin
10-[(1-methyl-3-piperidinyl)methyl]-10H-phenothiazine
Pecazine
MEPAZINE
10-(1-methyl-piperidin-3-ylmethyl)-10H-phenothiazine
mepasin
Pacatal
Nothiazine
Meprazine
Mepazin
Pecatal
Pakatal
10-(1-methyl-[3]piperidylmethyl)-phenothiazine
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