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2854-32-2

2854-32-2 structure
2854-32-2 structure
  • Name: BML-190
  • Chemical Name: 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone
  • CAS Number: 2854-32-2
  • Molecular Formula: C23H23ClN2O4
  • Molecular Weight: 426.893
  • Catalog: Biochemical Inhibitor G protein coupled receptor(GPCR & G Protein) Cannabinoid Receptor Agonist
  • Create Date: 2018-12-13 00:18:54
  • Modify Date: 2026-07-03 16:15:59
  • 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:

Name 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone
Synonyms Indomethacin morpholinamide
N-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetyl]morpholine
Tocris-1383
1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1-[2-(4-MORPHOLINYL)-2-OXOETHYL]-1H-INDOLE
BML-190 ,S2854
BML-190;BML 190;BML
BML-190, N-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetyl]morpholine
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)
IMMA
2-(1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-1H-indol-3-yl)-1-Morpholinoethanone
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-[2-(4-morpholinyl)-2-oxoethyl]-1H-indole
2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethanone
1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-[(morpholinocbonyl)methyl]-indole
INDOMETHACIN MORPHOLINYLAMIDE
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1-[2-(morpholinyl)-2-oxoethyl]-1H-indole
Lopac-I-151
Indomethacin morpholinylamide
1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETIC ACID, MORPHOLINEAMIDE
Ethanone, 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)
BML-190 (Indomethacin morpholinylamide
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)ethanone
BML 190; BML190; IMMA; INDOMETHACIN MORPHOLINYLAMIDE
BML-190, 10 mM in DMSO
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl]-1-morpholinoethanone
1h-indole,1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1-(2-(4-morpholinyl)-2-oxoe
4-((2-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)-morpholin
2-Methyl-5-methoxy-3-indolyl-essigsaeure-amid
BML-190 //BP
Indomethacin Morpholinylamide Impurity
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.

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 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

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
WGK Germany 3
HS Code 2934999090

~62%

2854-32-2 structure

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

~%

2854-32-2 structure

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

~%

2854-32-2 structure

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