Tavaborole
- Product Name
- Tavaborole
- CAS No.
- 174671-46-6
- Chemical Name
- Tavaborole
- Synonyms
- Kerydin;AN-269;AN 2690;CS-1054;avaborole;Tavaborole;Tavalborole;Tavaborole (USAN);Tavaborole (>90%);Tavaborole(AN-2690)
- CBNumber
- CB42454906
- Molecular Formula
- C7H6BFO2
- Formula Weight
- 151.93
- MOL File
- 174671-46-6.mol
Tavaborole Property
- Melting point:
- 120-122℃
- Boiling point:
- 230.8±50.0 °C(Predicted)
- Density
- 1.28±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- powder
- pka
- 6.81±0.20(Predicted)
- color
- white to beige
- Stability:
- Hygroscopic
Safety
- HS Code
- 2934999090
- Hazardous Substances Data
- 174671-46-6(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H318Causes serious eye damage
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
P310Immediately call a POISON CENTER or doctor/physician.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P322Specific measures (see …on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P363Wash contaminated clothing before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML1227
- Product name
- Tavaborole
- Purity
- ≥95% (HPLC)
- Packaging
- 10MG
- Price
- $115
- Updated
- 2023/06/20
- Product number
- SML1227
- Product name
- Tavaborole
- Purity
- ≥95% (HPLC)
- Packaging
- 50MG
- Price
- $451
- Updated
- 2023/06/20
- Product number
- T3775
- Product name
- Tavaborole
- Packaging
- 250MG
- Price
- $257
- Updated
- 2024/03/01
- Product number
- 23101
- Product name
- AN-2690
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $97
- Updated
- 2024/03/01
- Product number
- 23101
- Product name
- AN-2690
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $360
- Updated
- 2024/03/01
Tavaborole Chemical Properties,Usage,Production
Description
Tavaborole (Kerydin®), discovered and developed by Anacor, was approved by the US FDA in July 2014. Tavaborole, topical solution, 5% is an oxaborole antifungal indicated for the treatment of onychomycosis of the toenails due to Trichophyton rubrum or Trichophyton mentagrophytes. The mechanism of action of tavaborole is inhibition of fungal protein synthesis, which inhibits an aminoacyl-transfer ribonucleic acid synthetase.
Uses
Tavaborole is a topical treatment of toenail onychomycosis.
Definition
ChEBI: A member of the class of benzoxaboroles that is 1,3-dihydro-1-hydroxy-2,1-benzoxaborole substituted at position 5 by a fluoro group. A topical antifungal agent used for the treatment of onychomycosis (fungal infection of the toenails and fingernails).
General Description
Tavaborole is a boron-based pharmaceutical agent. It has broad-spectrum oxaborole antifungal activity. Due to its low molecular weight, it facilitates maximal nail plate penetration than its predecessors.
Biochem/physiol Actions
Tavaborole (AN2690) is a potent antifungal that targets the post-transfer editing site of leucyl-tRNA synthetase (LeuRS). Tavaborole forms a covalent adduct with the 3′ adenosine of tRNA(leu) at the editing site of fungal, but not bacterial LeuRS, locking the enzyme in an inactive conformation. Tavaborole was recently approved for the treatment of onychomycosis of the toenail in adults.
Synthesis
Three syntheses of tavaborole (XXXII) have been reported. The 26.9 g scale approach started with 2-bromo-5-fluorophenyl methanol (257), which was treated with ethyl vinyl ether (258) to produce o-bromobenzyl alcohol derivative 259 in 82% yield. 259 was then converted into the corresponding phenylboronic acid, followed by the one-pot deprotection and spontaneous cyclization upon treatment with 6 M hydrochloric acid, delivering tavaborole (XXXII) in 43% yield.
in vitro
an2690 showed the most active against fungi and especially against the dermatophytes t. rubrum and t. mentagrophytes, the primary fungal pathogens causing onychomycosis. in addition, an2690 was identified as having a unique profile of in vitro antidermatophyte activity, maintenance of this activity in the presence of keratin, and exceedingly good penetration of human nails [1].
target
Trichophyton species
References
[1] baker sj, zhang yk, akama t, lau a, zhou h, hernandez v, mao w, alley mr, sanders v, plattner jj. discovery of a new boron-containing antifungal agent, 5-fluoro-1,3-dihydro-1-hydroxy-2,1- benzoxaborole (an2690), for the potential treatment of onychomycosis. j med chem. 2006;49(15):4447-50.
[2] hui x, baker sj, wester rc, barbadillo s, cashmore ak, sanders v, hold km, akama t, zhang yk, plattner jj, maibach hi. in vitro penetration of a novel oxaborole antifungal (an2690) into the human nail plate. j pharm sci. 2007;96(10):2622-31.
[3] markham a. tavaborole: first global approval. drugs. 2014;74(13):1555-8.
Tavaborole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tavaborole manufacturers
- Product
- Tavaborole 174671-46-6
- Price
- US $0.00/KG Ton
- Min. Order
- 1KG Ton
- Purity
- 99%+
- Supply Ability
- 2 tons/month
- Release date
- 2022-10-09
- Product
- Tavaborole 174671-46-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- Tavaborole 174671-46-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08