Basic information
- CAS
210302-17-3- Standard SMILES
Fc1ccccc1Nc1nc2nonc2nc1Nc1ccccc1F- InChIKey
OEGJBRZAJRPPHL-UHFFFAOYSA-N- Molecular formula
- C16H10F2N6O
- Average molar mass
- 340.29 g/mol
- Monoisotopic mass
- 340.08841529
Overview
BAM15 is an organic heterobicyclic compound that is [1,2,5]oxadiazolo[3,4-b]pyrazine substituted by (2-fluorophenyl)amino groups at positions 5 and 6. It is a mitochondrial protonophore uncoupler that is a potential treatment for obesity and sepsis. It has a role as a geroprotector, a renoprotective agent, an antiparasitic agent, an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer and an anti-obesity agent. It is an organic heterobicyclic compound, a substituted aniline, a secondary amino compound and a member of monofluorobenzenes.
Names & identifiers
- Preferred name
- Bam15
- IUPAC
- 5-N,6-N-bis(2-fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine
- English name
- BAM15
- Molecular formula
- C16H10F2N6O
- Molecular weight
- 340.29
Names & synonyms
BAM15RefChem:560912998-894-9210302-17-3BAM 15N5,N6-bis(2-Fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine5-N,6-N-bis(2-fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diaminen5,n6-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamineN-[6-(2-Fluoroanilino)[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]-N-(2-fluorophenyl)amineN,N'-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamineN~5~,N~6~-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine(2-fluorophenyl){6-[(2-fluorophenyl)amino](1,2,5-oxadiazolo[3,4-e]pyrazin-5-yl )}amine
Show more names
CS-2890BAM15 >=98% (HPLC)BAM 15 pure powderBAM 15, 10 mM in DMSOinhibit,BAM-15,Inhibitor,BAM 15,BAM15,Mitochondrial Metabolism[1,2,5]Oxadiazolo[3,4-b]pyrazine-5,6-diamine, N5,N6-bis(2-fluorophenyl)-BAM 15 (N5,N6-bis(2-Fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine)
C16H10F2N6OMFCD00373912Oprea1_627044BAM15?orb1219633orb1308585CHEMBL3627755SCHEMBL17240563
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 88.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 409
Physicochemical properties
- Boiling point
- 421.7 · 421.7±55.0 °C(Predicted)
- Density
- 1.548 · 1.548±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO (35 mg/ml)
- form
- powder
- pka
- -2.4 · -2.40±0.50(Predicted)
- color
- white to beige
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
- InChI
- InChI=1S/C16H10F2N6O/c17-9-5-1-3-7-11(9)19-13-14(20-12-8-4-2-6-10(12)18)22-16-15(21-13)23-25-24-16/h1-8H,(H,19,21,23)(H,20,22,24)
- InChIKey
- OEGJBRZAJRPPHL-UHFFFAOYSA-N
- SMILES
- C12=NON=C1N=C(NC1=CC=CC=C1F)C(NC1=CC=CC=C1F)=N2
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Danger
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
H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
P273, 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 CategoriesAquatic Chronic 4 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS09
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H361-H372-H410
- Hazard Classifications
- Aquatic Chronic 4
- Precautionary statements
- P201-P264-P280-P301+P330+P331-P312
Chemistry & industry
Applications
DescriptionBAM15 (210302-17-3) is a mitochondrial protonophore uncoupler with fewer off-target effects (EC50 = 270 nM in L6 myoblast mitochondria.)1,2 Compared to FCCP, an uncoupler of equal potency, BAM15 stimulates a higher maximum rate of mitochondrial respiration and does not depolarize the plasma membrane.2 Stimulates energy expenditure, protects against obesity and improves glycemic control in rodent models.3 Reverses diet-induced obesity and insulin resistance in mice.4 Attenuates transportation-induced apoptosis in iPS-differentiated retinal tissue.5
UsesBAM 15, is a mitochondrial protonophore uncoupler that does not depolarize the plasma membrane and protects mice from acute renal ischemic-reperfusion injury.
Suppliers62 total
Hebei Jiafan Trading Company Limited+8619948294140 · [email protected]
Ningbo Qingteng Plastic Cost.,Ltd.+86-15028138352 +86-19322619905 · [email protected]
LIDE PHARMACEUTICALS LIMITED+852-55945652 · [email protected]
Shenzhen Varror Biotech Co., Ltd+undefined+86-15817492830 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海冬洋生物科技有限公司0512-13601744364 13601744364 · [email protected]
Xi an Biohorlden Industry Trade Co Ltd+8618829283179 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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