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Merck
CN

SML3836

Delamanid

≥98% (HPLC), mycolic acid biosynthesis inhibitor, powder

别名:

(2R)-2,3-Dihydro-2-methyl-6-nitro-2-{4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]-imidazo[2,1-b]oxazole, (R)-2-Methyl-6-nitro-2-{4-[4-(4-trifluoromethoxyphenoxy)piperidin-1-yl]phenoxymethyl}-2,3-dihydroimidazo[2,1-b]oxazole, Deltyba, OPC 67683, OPC-67683, OPC67683

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关于此项目

经验公式（希尔记法）:
C25H25F3N4O6
化学文摘社编号:
681492-22-8
分子量:
534.48
UNSPSC Code:
51111800
NACRES:
NA.21
MDL number:
MFCD18251539

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产品名称

Delamanid, ≥98% (HPLC)

SMILES string

FC(F)(F)Oc1ccc(cc1)OC2CCN(CC2)c3ccc(cc3)OC[C@@]4(Oc5[n](cc(n5)[N+](=O)[O-])C4)C

InChI

1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1

InChI key

XDAOLTSRNUSPPH-XMMPIXPASA-N

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -8 to -12°, c = 0.5 in chloroform-d

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

相关类别

Biochem/physiol Actions

Delamanid (OPC-67683) is an orally active mycolic acid biosynthesis inhibitor that is effective against both drug-susceptible and drug-resistant strains of M. tuberculosis H37Rv in vitro (MIC = 6 ng/mL) and exhibits significant in vivo efficacy with ~15-fold higher potency than rifampicin (RFP) in mice infected with M. tuberculosis Kurono (fold of lung CFU reduction post 28 days = 41.5 with 5 mg RFP/kg or 0.313 mg delamanid/kg daily orally dosage, 11,000-fold reduction with 0.625 mg delamanid/kg daily orally dosage).
Orally active mycolic acid biosynthesis inhibitor that is effective against drug-resistant strains of M. tuberculosis and is superior to rifampicin in vivo.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361d

Hazard Classifications

Repr. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000501756
0000501756
0000434603
0000434610
0000434603

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Delamanid Kills Dormant Mycobacteria In Vitro and in a Guinea Pig Model of Tuberculosis
Antimicrobial Agents and Chemotherapy, 61(6), e02402-e02416 (2017)
Hirofumi Sasaki et al.
Journal of medicinal chemistry, 49(26), 7854-7860 (2006-12-22)
In an effort to develop potent new antituberculosis agents that would be effective against both drug-susceptible and drug-resistant strains of Mycobacterium tuberculosis, we prepared a novel series of optically active 6-nitro-2,3-dihydroimidazo[2,1-b]oxazoles substituted at the 2-position with various phenoxymethyl groups and
Makoto Matsumoto et al.
PLoS medicine, 3(11), e466-e466 (2006-11-30)
Tuberculosis (TB) is still a leading cause of death worldwide. Almost a third of the world's population is infected with TB bacilli, and each year approximately 8 million people develop active TB and 2 million die as a result. Today's

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