OPC-67683

ChemicalBook > CAS DataBase List > OPC-67683

Product Name: OPC-67683
CAS No.: 681492-22-8
Chemical Name: OPC-67683
Synonyms: Delamanid;CS-2255;OPC-67683;Delamanid (OPC-67683);Deflazacort Impurity 13;DELAMANID;OPC67683;OPC 67683;(2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]...;(2R)-2-METHYL-6-NITRO-2-[[4-[4-[4-(TRIFLUOROMETHOXY)PHENOXY]PIPERIDIN-1-YL]PHENOXY]METHYL]-3H-IMIDAZO[2,1-B][1,3]OXAZOLE;(R)-2-Methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo[2,1-b]oxazole;(2R)-2,3-Dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]imidazo[2,1-b]oxazole
CBNumber: CB82512523
Molecular Formula: C25H25F3N4O6
Formula Weight: 534.48
MOL File: 681492-22-8.mol

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OPC-67683 Property

Melting point:: 195-196℃
Boiling point:: 653.7±65.0 °C(Predicted)
Density: 1.45
storage temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly, Sonicated)
pka: 3.99±0.20(Predicted)
form: Solid
color: Off-White to Light Yellow
Stability:: Hygroscopic

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 29697
Product name: Delamanid
Packaging: 10mg
Price: $57
Updated: 2024/03/01

Cayman Chemical

Product number: 29697
Product name: Delamanid
Packaging: 250mg
Price: $1026
Updated: 2024/03/01

Cayman Chemical

Product number: 29697
Product name: Delamanid
Packaging: 50mg
Price: $249
Updated: 2024/03/01

Cayman Chemical

Product number: 29697
Product name: Delamanid
Packaging: 100mg
Price: $467
Updated: 2024/03/01

TRC

Product number: D230660
Product name: Delamanid
Packaging: 500mg
Price: $1365
Updated: 2021/12/16

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OPC-67683 Chemical Properties,Usage,Production

Description

Marketed by Otsuka, delamanid was approved in both the European Union and Japan in 2014 as part of combination therapies for multi-drug resistant tuberculosis (TB). Because delamanid exhibited no adverse drug–drug interactions, it has found utility as a combination therapy with standard antiretroviral drugs indicated for TB. Delamanid blocks mycolic acid biosynthesis in Mycobacterium tuberculosis, which allows its cell wall to be penetrated by small molecule antivirals.

Uses

Delamanid is a novel anti-tuberculosis medication that inhibits mycolic acid synthesis and shows potent in vitro and in vivo activity against drug-resistant strains of Mycobacterium tuberculosis.

Definition

ChEBI: Delamanid is a member of piperidines.

Clinical Use

Treatment of multi-drug resistant tuberculosis

Synthesis

Piperidine 81 was concurrently prepared by first generating biaryl ether 79, which arose from a substitution reaction between pyridine N-oxide 77 and phenol 78 that proceeded in 86% yield. Next, removal of the N-oxide functionality by means of catalytic hydrogenation under mild pressure and neutral conditions afforded diaryl ether 80 in excellent yield. Reduction of the pyridine to the corresponding piperidine (81) was affected through the use of catalytic hydrogenation as well, this time under acidic conditions and elevated pressures relative to the N-oxide reduction. At this juncture, subjection of piperidine 81 to Buchwald¨C Hartwig conditions in the presence of diol subunit 82 delivered diol 83. A two-step elimination to deliver enantiopure epoxide 84 set the stage for an interesting cascade reaction to arrive at delamanid (XI) directly?a the initial alkylation of the epoxide by imidazole 85 proceeded under basic conditions with sodium acetate which then underwent an intramolecular nucleophilic substitution reaction by the liberated alcohol on the pendant imidazole chloride in the presence of sodium hydroxide. The reaction sequence proceeded in 73% yield to provide delamanid (XI) as a free base.

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: increased risk of ventricular arrhythmias with methadone
Anti-arrhythmics: increased risk of ventricular arrhythmias with amiodarone and disopyramide
Antibacterials: possible increased risk of ventricular arrhythmias with clarithromycin, erythromycin and moxifloxacin; increased risk of ventricular arrhythmias with pentamidine; concentration reduced by rifampicin
Antidepressants: possible increased risk of ventricular arrhythmias with tricyclics.
Antiepileptics: avoid with carbamazepine.
Antipsychotics: increased risk of ventricular arrhythmias with droperidol, haloperidol, phenothiazines that prolong the QT interval and pimozide.
Antivirals: increased risk of ventricular arrhythmias with saquinavir
Beta-blockers: increased risk of ventricular arrhythmias with sotalol.
Cytotoxics: increased risk of ventricular arrhythmias with arsenic trioxide and possibly vinblastine, vincristine, vindesine, vinflunine and vinorelbine
Domperidone: possible increased risk of ventricular arrhythmias.

Metabolism

Delamanid is mainly metabolised in plasma by albumin and to a lesser extent by CYP3A4. The complete metabolic profile of delamanid has not yet been elucidated. The identified metabolites do not show anti-mycobacterial activity but some contribute to QT prolongation, mainly DM-6705.

OPC-67683 Preparation Products And Raw materials

Raw materials

Preparation Products

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OPC-67683 Suppliers

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View Lastest Price from OPC-67683 manufacturers

Nanjing Fred Technology Co., Ltd

Product: Delamanid 681492-22-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%, Single impurity＜0.1
Supply Ability: 1 ton
Release date: 2023-12-29

Career Henan Chemical Co

Product: OPC-67683 681492-22-8
Price: US $6.68/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2020-01-08

681492-22-8, OPC-67683Related Search:

METHYLHYDROSILOXANE, DIMETHYLSILOXANE COPOLYMER, TRIMETHYLSILOXANE TERMINATED

(R)-2-Methyl-6-nitro-2-((4-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)phenoxy)methyl)-2,3-dihydroimidazo[2,1-b]oxazole

DELAMANID;OPC67683;OPC 67683

CS-2255

Delamanid (OPC-67683)

OPC-67683

(2R)-2,3-Dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]imidazo[2,1-b]oxazole

(2R)-2-METHYL-6-NITRO-2-[[4-[4-[4-(TRIFLUOROMETHOXY)PHENOXY]PIPERIDIN-1-YL]PHENOXY]METHYL]-3H-IMIDAZO[2,1-B][1,3]OXAZOLE

Delamanid

Imidazo[2,1-b]oxazole, 2,3-dihydro-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]phenoxy]methyl]-, (2R)-

(2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]...

Deflazacort Impurity 13

681492-22-8

C25H25F3N4O6