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4-Hydroxymidazolam

CAT: 0804-HY-100050Size: InquireDry Ice: NoHazardous: No
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CAS Number
59468-85-8
UNSPSC Description
4-Hydroxymidazolam is a major metabolite of Midazolam. Midazolam is a potent benzodiazepine with anxiolytic properties.
Target Antigen
Drug Metabolite; GABA Receptor
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel;Metabolic Enzyme/Protease;Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/4-Hydroxymidazolam.html
Solubility
10 mM in DMSO
Smiles
OC1C2=CN=C(C)N2C3=CC=C(Cl)C=C3C(C4=CC=CC=C4F)=N1
Molecular Weight
341.77
References & Citations
[1]Seo KA, et al. Metabolism of 1'- and 4-hydroxymidazolam by glucuronide conjugation is largely mediated by UDP-glucuronosyltransferases 1A4, 2B4, and 2B7. Drug Metab Dispos. 2010 Nov;38(11):2007-13.
Shipping Conditions
Room temperature
Clinical Information
No Development Reported

Chemical Information

4-Hydroxymidazolam

4-hydroxymidazolam is an imidazobenzodiazepine that is midazolam which is substituted by a hydroxy group at position 4. It is the minor hydroxylated metabolite of the anesthetic, midazolam. It has a role as a drug metabolite, a human urinary metabolite and a human blood serum metabolite. It is an imidazobenzodiazepine, an organic hydroxy compound, an organochlorine compound and a member of monofluorobenzenes. It is functionally related to a midazolam.

CAS Number59468-85-8
PubChem CID124449
IUPAC Name8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-ol
Molecular FormulaC18H13ClFN3O
Molecular Weight341.8
XLogP3.4
Topological Polar Surface Area50.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count24
Formal Charge0
Complexity505
SMILES
CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2O)C4=CC=CC=C4F
InChI
InChI=1S/C18H13ClFN3O/c1-10-21-9-16-18(24)22-17(12-4-2-3-5-14(12)20)13-8-11(19)6-7-15(13)23(10)16/h2-9,18,24H,1H3
InChIKey
ZYISITHKPKHPKG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-Hydroxymidazolam
CAS: 59468-85-8
CID: 124449
Formula: C18H13ClFN3O
MW: 341.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight341.8
XLogP33.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass341.0731179
Monoisotopic Mass341.0731179
Topological Polar Surface Area50.4 Ų
Heavy Atom Count24
Formal Charge0
Complexity505
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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RM-M040138-014-Hydroxymidazolam
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CS-ED-018764-hydroxymidazolam glucuronide
T37381-011'-Hydroxymidazolam
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RM-M041280-01[13C6]-1-Hydroxymidazolam
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CS-EK-005231-Hydroxymidazolam 13C2
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