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Merck
CN

M3047

Mizoribine

≥98% (TLC)

Synonym(s):

N′-(β-D-Ribofuranosyl)-5-hydroxy­imida­zole-4-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O6
CAS Number:
50924-49-7
Molecular Weight:
259.22
NACRES:
NA.77
PubChem Substance ID:
24278546
UNSPSC Code:
12352200
MDL number:
MFCD00057221
Assay:
≥98% (TLC)
Quality level:
200

Key Documents

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Product Name

Mizoribine, ≥98% (TLC)

InChI

1S/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)/t3-,5-,6-,9-/m1/s1

SMILES string

NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1O

InChI key

HZQDCMWJEBCWBR-UUOKFMHZSA-N

assay

≥98% (TLC)

storage temp.

2-8°C

Quality Level

200

Application

Mizoribine has been used in topical treatment to evaluate its effect on ocular surface damage of dry eye in B6 mice subjected to desiccating stress (DS). It has also been used as an inosine monophosphate dehydrogenase (IMPDH) inhibitor to test its in vivo efficacy.

Biochem/physiol Actions

Mizoribine is an imidazole nucleoside possessing strong immunosuppressive properties. It selectively blocks T-cell proliferation response to mitogenic and allo-antigenic stimulation. Mizoribine blocks the movement of T cells from G to S phase. In addition, it significantly decreases the number of B cells at the S, G, and M phases. Mizoribine inhibits de novo synthesis of nucleotides by inhibition of inosine monophosphate dehydrogenase. The resulting nucleotide depletion inhibits DNA synthesis.(3)

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000480160
0000480160
0000471973
0000471973
128M4079V

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Tomoya Nishino et al.
Internal medicine (Tokyo, Japan), 51(10), 1239-1243 (2012-06-13)
A 52-year-old woman was diagnosed with Blau syndrome and rheumatoid arthritis and was treated with prednisolone and methotrexate. Joint pain and skin ulcers were poorly controlled; therefore, mizoribine (MZ; 150 mg/day) was administered once daily from March 2011. In early
Napoli, K.L.
J. Inter. Fed. Clin. Chem., 4, 15-15 (1992)
Kazuya Ishida et al.
Drug metabolism and pharmacokinetics, 28(1), 75-80 (2012-07-21)
Bioavailability of mizoribine in subjects with the concentrative nucleoside transporter 1 (CNT1, SLC28A1) 565-A/A allele is significantly lower than that in subjects with the SLC28A1 565-G/G allele. The aims of the present study were to investigate the cellular uptake of
Long-term multidrug therapy in an adolescent patient with proliferative lupus nephritis: a trial of less cytotoxic therapy.
Tomomi Aizawa-Yashiro et al.
Clinical nephrology, 78(4), 332-334 (2012-08-03)
Mikiya Fujieda et al.
Clinical nephrology, 78(1), 40-46 (2012-06-27)
To evaluate the efficacy of single-dose oral mizoribine (MZB) pulse therapy given twice weekly for frequently relapsing steroid-dependent nephrotic syndrome (FR-SDNS). The subjects were 8 patients with FR-SDNS with a median age of 6.9 years old (range 3.1 - 18.0
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