BML-190

Modify Date: 2024-01-24 12:02:53

BML-190 Structure
BML-190 structure
Common Name BML-190
CAS Number 2854-32-2 Molecular Weight 426.893
Density 1.3±0.1 g/cm3 Boiling Point 586.7±50.0 °C at 760 mmHg
Molecular Formula C23H23ClN2O4 Melting Point N/A
MSDS Chinese USA Flash Point 308.6±30.1 °C

 Use of BML-190


BML-190(IMMA) is a potent and selective CB2 receptor ligand (Ki values are 435 nM and > 2 μM for CB2 and CB1 respectively). IC50 Value: 435 nM(Ki CB2)Target:CB2 receptorin vitro: BML-190 increases the accumulation of cAMP, via forskolin-stimulated mechanism in HEK-293 cells. Alternate studies suggest that BML-190 reduces the toxicity of culture supernatants to SH-SY5Y human neutroblastoma cells. Various research suggests that BML-190 is an essential tool in studying the proliferation of neuroblastoma. BML-190 diminishes LPS-induced NO and IL-6 production in a concentration-dependent manner. BML-190 also inhibits LPS-induced PGE2 production and COX-2 induction. in vivo:

 Names

Name 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone
Synonym More Synonyms

 BML-190 Biological Activity

Description BML-190(IMMA) is a potent and selective CB2 receptor ligand (Ki values are 435 nM and > 2 μM for CB2 and CB1 respectively). IC50 Value: 435 nM(Ki CB2)Target:CB2 receptorin vitro: BML-190 increases the accumulation of cAMP, via forskolin-stimulated mechanism in HEK-293 cells. Alternate studies suggest that BML-190 reduces the toxicity of culture supernatants to SH-SY5Y human neutroblastoma cells. Various research suggests that BML-190 is an essential tool in studying the proliferation of neuroblastoma. BML-190 diminishes LPS-induced NO and IL-6 production in a concentration-dependent manner. BML-190 also inhibits LPS-induced PGE2 production and COX-2 induction. in vivo:
Related Catalog
References

[1]. Zhang, Qiang; Ma, Peng; Cole, Richard B.; Wang, Guangdi In vitro metabolism of indomethacin morpholinylamide (BML-190), an inverse agonist for the peripheral cannabinoid receptor (CB2) in rat liver microsomes. European Journal of Pharmaceutical Sciences (

[2]. Klegeris, Andis; Bissonnette, Christopher J.; McGeer, Patrick L. Reduction of human monocytic cell neurotoxicity and cytokine secretion by ligands of the cannabinoid-type CB2 receptor. British Journal of Pharmacology (2003), 139(4), 775-786.

[3]. New DC, Wong YH. BML-190 and AM251 act as inverse agonists at the human cannabinoid CB2 receptor: signalling via cAMP and inositol phosphates. FEBS Lett. 2003 Feb 11;536(1-3):157-60.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 586.7±50.0 °C at 760 mmHg
Molecular Formula C23H23ClN2O4
Molecular Weight 426.893
Flash Point 308.6±30.1 °C
Exact Mass 426.134644
PSA 60.77000
LogP 2.99
Appearance of Characters solid | off-white
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.625
Storage condition 2-8°C
Water Solubility DMSO: >20mg/mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QD9930000
CHEMICAL NAME :
Morpholine, 4-((2-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl) acetyl)-
CAS REGISTRY NUMBER :
2854-32-2
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C23-H23-Cl-N2-O4
MOLECULAR WEIGHT :
426.93
WISWESSER LINE NOTATION :
T56 BNJ BVR DG& C1 GO1 D1V- AT6N DOTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 114,309,1975

 Safety Information

WGK Germany 3
HS Code 2934999090

 Synthetic Route

~62%

BML-190 Structure

BML-190

CAS#:2854-32-2

Literature: Kalgutkar, Amit S.; Marnett, Alan B.; Crews, Brenda C.; Remmel, Rory P.; Marnett, Lawrence J. Journal of Medicinal Chemistry, 2000 , vol. 43, # 15 p. 2860 - 2870

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BML-190 Structure

BML-190

CAS#:2854-32-2

Literature: Gallant, Michel; Dufresne, Claude; Gareau, Yves; Guay, Daniel; Leblanc, Yves; Prasit, Petpiboon; Rochette, Chantal; Sawyer, Nicole; Slipetz, Deborah M.; Tremblay, Nathalie; Metters, Kathleen M.; Labelle, Marc Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 19 p. 2263 - 2268

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BML-190 Structure

BML-190

CAS#:2854-32-2

Literature: Gallant, Michel; Dufresne, Claude; Gareau, Yves; Guay, Daniel; Leblanc, Yves; Prasit, Petpiboon; Rochette, Chantal; Sawyer, Nicole; Slipetz, Deborah M.; Tremblay, Nathalie; Metters, Kathleen M.; Labelle, Marc Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 19 p. 2263 - 2268

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethanone
Indomethacin morpholinamide
Lopac-I-151
BML-190
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(morpholin-4-yl)ethanone
Ethanone (2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)
Tocris-1383
2-Methyl-5-methoxy-3-indolyl-essigsaeure-amid
IMMA
Indomethacin morpholinylamide
Ethanone, 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)-
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)ethanone
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