Cedazuridine

CAT: 0127-BUP07818-05Size: 50 mgDry Ice: NoHazardous: No

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CAT#:0127-BUP07818-05Size:50 mg

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CAS Number

1141397-80-9

Synonyms

(4R) -2'-Deoxy-2',2'-difluoro-3,4,5,6-tetrahydrouridine

Purity

=98%

Smiles

OC[C@H]1O[C@@H](N2CC[C@@H](O)NC2=O)C(F)(F)[C@@H]1O

Chemical Information

Cedazuridine

Myelodysplastic syndromes (MDS) are a group of hematopoietic neoplasms that give rise to variable cytopenias progressing to secondary acute myeloid leukemia (sAML), which is invariably fatal if untreated. Hypomethylating agents such as [decitabine] and [azacitidine] are used to treat MDS through inducing DNA hypomethylation and apoptosis of cancerous cells. Although effective, these compounds are rapidly metabolized by cytidine deaminase (CDA) prior to reaching systemic circulation when administered orally, necessitating intramuscular or intravenous administration routes. Cedazuridine is a fluorinated tetrahydrouridine derivative specifically designed to inhibit CDA and facilitate oral administration of hypomethylating agents. Cedazuridine was first reported in 2014, and was subsequently approved by the FDA on July 7, 2020, in combination with [decitabine] for sale by Astex Pharmaceuticals Inc under the name INQOVI®.

CAS Number	1141397-80-9
PubChem CID	25267009
IUPAC Name	(4R)-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
Molecular Formula	C9H14F2N2O5
Molecular Weight	268.21
XLogP	-1.1
Topological Polar Surface Area	102
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Heavy Atom Count	18
Formal Charge	0
Complexity	343

SMILES

C1CN(C(=O)N[C@@H]1O)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F

InChI

InChI=1S/C9H14F2N2O5/c10-9(11)6(16)4(3-14)18-7(9)13-2-1-5(15)12-8(13)17/h4-7,14-16H,1-3H2,(H,12,17)/t4-,5-,6-,7-/m1/s1

InChIKey

VUDZSIYXZUYWSC-DBRKOABJSA-N

Chemical Structure

2D Structure

CAS: 1141397-80-9

CID: 25267009

Formula: C9H14F2N2O5

MW: 268.21

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	268.21
XLogP3	-1.1
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	268.08707788
Monoisotopic Mass	268.08707788
Topological Polar Surface Area	102 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	343
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
MBS5776695	Cedazuridine
T60708-01	Cedazuridine hydrochloride
HY-109081R-01	Cedazuridine (Standard)
HY-109081A	Cedazuridine (hydrochloride)
RM-C582005-01	Cedazuridine Impurity 5
RM-C582003-01	Cedazuridine Impurity 3
RM-C582001-01	Cedazuridine Impurity 1
RM-C582004-01	Cedazuridine Impurity 4
RM-C582002-01	Cedazuridine Impurity 2

Cedazuridine

Chemical Information

Alternative Products

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