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Rilmenidine (hemifumarate)

CAT: 0804-HY-100490A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-100490A-01Size:5 mg
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Description
Rilmenidine hemifumarate, an innovative antihypertensive agent, is an orally active, selective I1 imidazoline receptor agonist. Rilmenidine hemifumarate is an alpha 2-adrenoceptor agonist. Rilmenidine hemifumarate induces autophagy. Rilmenidine hemifumarate acts both centrally by reducing sympathetic overactivity and in the kidney by inhibiting the Na+/H+ antiport. Rilmenidine hemifumarate modulates proliferation and stimulates the proapoptotic protein Bax thus inducing the perturbation of the mitochondrial pathway and apoptosis in human leukemic K562 cells [1][2][3].
CAS Number
207572-68-7
UNSPSC
12352005
Target
Adrenergic Receptor; Apoptosis; Autophagy; Imidazoline Receptor
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; GPCR/G Protein; Neuronal Signaling
Applications
Cancer-programmed cell death
Field of Research
Cancer; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/rilmenidine-hemifumarate.html
Purity
99.82
Solubility
H2O : 50 mg/mL (ultrasonic)
Smiles
O=C(O)/C=C/C(O)=O.C1(NC(C2CC2)C3CC3)=NCCO1
Molecular Formula
C10H16N2O.1/2C4H4O4
Molecular Weight
238.28
References & Citations
[1]Reid JL. Rilmenidine: a clinical overview. Am J Hypertens. 2000;13 (6 Pt 2) :106S-111S.|[2]Srdic-Rajic T, et al. Rilmenidine suppresses proliferation and promotes apoptosis via the mitochondrial pathway in human leukemic K562 cells. Eur J Pharm Sci. 2016;81:172-180.|[3]Rose C, et al. Rilmenidine attenuates toxicity of polyglutamine expansions in a mouse model of Huntington's disease. Hum Mol Genet. 2010;19 (11) :2144-2153.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, stored under nitrogen, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Rilmenidine hemifumarate
CAS Number207572-68-7
PubChem CID45073450
IUPAC Name(E)-but-2-enedioic acid;bis(N-(dicyclopropylmethyl)-4,5-dihydro-1,3-oxazol-2-amine)
Molecular FormulaC24H36N4O6
Molecular Weight476.6
Topological Polar Surface Area142
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Heavy Atom Count34
Formal Charge0
Complexity338
SMILES
C1CC1C(C2CC2)NC3=NCCO3.C1CC1C(C2CC2)NC3=NCCO3.C(=C/C(=O)O)\C(=O)O
InChI
InChI=1S/2C10H16N2O.C4H4O4/c2*1-2-7(1)9(8-3-4-8)12-10-11-5-6-13-10;5-3(6)1-2-4(7)8/h2*7-9H,1-6H2,(H,11,12);1-2H,(H,5,6)(H,7,8)/b;;2-1+
InChIKey
LZFATBMLSYHRTC-WXXKFALUSA-N
Chemical Structure
2D Structure
2D structure of Rilmenidine hemifumarate
CAS: 207572-68-7
CID: 45073450
Formula: C24H36N4O6
MW: 476.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight476.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass476.26348488
Monoisotopic Mass476.26348488
Topological Polar Surface Area142 Ų
Heavy Atom Count34
Formal Charge0
Complexity338
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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