BAM15

ChemicalBook > CAS DataBase List > BAM15

Product Name: BAM15
CAS No.: 210302-17-3
Chemical Name: BAM15
Synonyms: BAM15;CS-2890;BAM15 >=98% (HPLC);inhibit,BAM-15,Inhibitor,BAM 15,BAM15,Mitochondrial Metabolism;N,N'-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine;[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)
CBNumber: CB23152557
Molecular Formula: C16H10F2N6O
Formula Weight: 340.29
MOL File: 210302-17-3.mol

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BAM15 Property

Boiling point:: 421.7±55.0 °C(Predicted)
Density: 1.548±0.06 g/cm3(Predicted)
storage temp.: -20°C
solubility: Soluble in DMSO (35 mg/ml)
form: powder
pka: -2.40±0.50(Predicted)
color: white to beige
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1760
Product name: BAM15
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $107
Updated: 2023/06/20

Sigma-Aldrich

Product number: SML1760
Product name: BAM15
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $434
Updated: 2023/06/20

Cayman Chemical

Product number: 17811
Product name: BAM15
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 17811
Product name: BAM15
Purity: ≥98%
Packaging: 5mg
Price: $78
Updated: 2024/03/01

Cayman Chemical

Product number: 17811
Product name: BAM15
Purity: ≥98%
Packaging: 10mg
Price: $139
Updated: 2024/03/01

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BAM15 Chemical Properties,Usage,Production

Description

BAM15 (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

Uses

BAM 15, is a mitochondrial protonophore uncoupler that does not depolarize the plasma membrane and protects mice from acute renal ischemic-reperfusion injury.

Biochem/physiol Actions

BAM15 increases mitochondrial respiration rate and is also found to be less cytotoxic compared to other protonophore uncouplers such as carbonyl cyanide p-trifluoromethoxyphenylhydrazone. Hindered oncogenic MAPK (mitogen-activated protein kinase ) signaling leads to BAM15 induced mitochondrial apoptotic pathway activation.

Enzyme inhibitor

This novel mitochondrial uncoupler (FW = 340.29 g/mol), also named (2- fluorophenyl)-{6-[(2-fluorophenyl)amino]-(1,2,5-oxadiazolo[3,4-e]pyrazin- 5-yl)}amine, exhibits a broad effective range of H+ gradient-dissipating action without affecting plasma membrane electrophysiology. With FCCP as an equipotent positive control, BAM15 was found to be fully able to increase mitochondrial respiration in the presence of oligomycin over a broader concentration range than FCCP in both myoblasts and hepatocytes. BAM15 and FCCP had similar effects on mitochondrial depolarization in L6 myoblasts treated with concentrations of each uncoupler at 1 and 10 μM, as measured by tetramethylrhodamine (TMRM) fluorescence. Neither FCCP nor BAM15 donates electrons to the Electron Transport Chain. Although some non-protonophoric uncouplers increase proton transport into the matrix via interaction with the mitochondrial inner membrane adenine nucleotide translocase (ANT), neither BAM15 nor FCCP requires the ANT to increase mitochondrial respiration.

storage

Store at -20°C

References

1) Kenwood et al. (2015), Structure-activity relationships of furazano[3,4-b]pyrazines as mitochondrial uncouplers; Bioorg. Med. Chem. Lett., 25 4858 2) Kenwood et al. (2013), Identification of a Novel Mitochondrial Uncoupler That Does Not Depolarize the Plasma Membrane; Mol. Metab., 3 114 3) Axelrod et al. (2020), BAM15-mediated Mitochondrial Uncoupling Protects Against Obesity and Improves Glycemic Control; EMBO Mol. Med., Jun 10; e12088 4) Alexopoulos et al. (2020), Mitochondrial Uncoupler BAM15 Reverses Diet-Induced Obesity and Insulin Resistance in Mice; Nat. Commun., 11 2397 5) Tang et al. (2019), BAM15 Attenuates Transportation-Induced Apoptosis in iPS-differentiated Retinal Tissue; Stem Cell Res. Ther., 10 64

BAM15 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BAM15 manufacturers

Wuhan Senwayer Century Chemical Co.,Ltd

Product: BAM15 210302-17-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99% min
Supply Ability: 20 tons
Release date: 2023-05-25

210302-17-3, BAM15Related Search:

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BAM15

N,N'-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine

CS-2890

[1,2,5]Oxadiazolo[3,4-b]pyrazine-5,6-diamine, N5,N6-bis(2-fluorophenyl)-

BAM15 >=98% (HPLC)

BAM 15 (N5,N6-bis(2-Fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine)

inhibit,BAM-15,Inhibitor,BAM 15,BAM15,Mitochondrial Metabolism

210302-17-3