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MedKoo Cat#: 558487 | Name: Phthalide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phthalide is the simplest chain of conductive polymer thin film. It is an agricultural chemical used as a fungicide, bactericide, and wood preservative.

Chemical Structure

Phthalide
Phthalide
CAS#27355-22-2

Theoretical Analysis

MedKoo Cat#: 558487

Name: Phthalide

CAS#: 27355-22-2

Chemical Formula: C8H2Cl4O2

Exact Mass: 269.8800

Molecular Weight: 271.90

Elemental Analysis: C, 35.34; H, 0.74; Cl, 52.15; O, 11.77

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Phthalide; Fthalide; KF-32; Rabcide; KF 32; KF32;
IUPAC/Chemical Name
1(3H)-Isobenzofuranone, 4,5,6,7-tetrachloro-
InChi Key
NMWKWBPNKPGATC-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H2Cl4O2/c9-4-2-1-14-8(13)3(2)5(10)7(12)6(4)11/h1H2
SMILES Code
O=C1OCC2=C1C(Cl)=C(Cl)C(Cl)=C2Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 271.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Asfandiarov NL, Pshenichnyuk SA, Vorob'ev AS, Nafikova EP, Lachinov AN, Kraikin VA, Modelli A. Electron attachment to the phthalide molecule. J Chem Phys. 2015 May 7;142(17):174308. doi: 10.1063/1.4919631. PubMed PMID: 25956101. 2: Kraus GA, Dong P. Phthalide Anions in Organic Synthesis. A Direct Total Synthesis of Furomollugin. Nat Prod Commun. 2015 Jun;10(6):1025-6. PubMed PMID: 26197542. 3: Zou J, Li J, Wu ZY, Zhao Q, Wang GQ, Zhao H, Chen GD, Sun X, Guo LD, Gao H. New α-pyrone and phthalide from the Xylariaceae fungus. J Asian Nat Prod Res. 2015;17(7):705-10. doi: 10.1080/10286020.2015.1054816. Epub 2015 Jun 30. PubMed PMID: 26123347. 4: Zhang LB, Lv JL, Liu JW. Phthalide Derivatives with Anticoagulation Activities from Angelica sinensis. J Nat Prod. 2016 Jul 22;79(7):1857-61. doi: 10.1021/acs.jnatprod.6b00080. Epub 2016 Jul 11. PubMed PMID: 27400088. 5: Strydom B, Bergh JJ, Petzer JP. Inhibition of monoamine oxidase by phthalide analogues. Bioorg Med Chem Lett. 2013 Mar 1;23(5):1269-73. doi: 10.1016/j.bmcl.2013.01.003. Epub 2013 Jan 11. PubMed PMID: 23374869. 6: Fröbel S, Buschhaus L, Villnow T, Weingart O, Gilch P. The photoformation of a phthalide: a ketene intermediate traced by FSRS. Phys Chem Chem Phys. 2015 Jan 7;17(1):376-86. doi: 10.1039/c4cp03351e. PubMed PMID: 25406665. 7: Song X, Hua YZ, Shi JG, Sun PP, Wang MC, Chang J. Diastereomeric aziridine carbinol catalyzed enantioselective arylation reaction: toward the asymmetric synthesis of both enantiomers of chiral 3-aryl phthalide. J Org Chem. 2014 Jul 3;79(13):6087-93. doi: 10.1021/jo500796w. Epub 2014 Jun 13. PubMed PMID: 24912109. 8: Yang J, Feng XL, Yu Y, Wang Q, Zou J, Wang CX, Mu ZQ, Yao XS, Gao H. Novel phthalide derivatives identified from Ligusticum chuanxiong (Chuanxiong). Chin Med. 2016 Mar 8;11:10. doi: 10.1186/s13020-016-0080-2. eCollection 2016. PubMed PMID: 26958073; PubMed Central PMCID: PMC4782370. 9: Guo H, Li ZH, Feng T, Liu JK. One new ergostane-type steroid and three new phthalide derivatives from cultures of the basidiomycete Albatrellus confluens. J Asian Nat Prod Res. 2015;17(2):107-13. doi: 10.1080/10286020.2014.951925. Epub 2014 Dec 3. PubMed PMID: 25465923. 10: Venditti A, Lattanzi C, Ornano L, Maggi F, Sanna C, Ballero M, Alvino A, Serafini M, Bianco A. A new glucosidic phthalide from Helichrysum microphyllum subsp. tyrrhenicum from La Maddalena Island (Sardinia, Italy). Nat Prod Res. 2016;30(7):789-95. doi: 10.1080/14786419.2015.1067619. Epub 2015 Aug 3. PubMed PMID: 26235805. 11: Priya RP, Gunasekaran SG, Dharmendirakumar M. Phthalide Cardo Chain Extended Siloxane Core Skeletal Modified Polyimide/Multi-Walled Carbon Nanotube Nanocomposites. J Nanosci Nanotechnol. 2015 Sep;15(9):6739-46. PubMed PMID: 26716238. 12: Saito T, Itabashi T, Wakana D, Takeda H, Yaguchi T, Kawai K, Hosoe T. Isolation and structure elucidation of new phthalide and phthalane derivatives, isolated as antimicrobial agents from Emericella sp. IFM57991. J Antibiot (Tokyo). 2016 Feb;69(2):89-96. doi: 10.1038/ja.2015.85. Epub 2015 Aug 26. PubMed PMID: 26306816. 13: Niu Y, Wang SF. [A new phthalide from angelicae sinensis radix]. Zhongguo Zhong Yao Za Zhi. 2014 Jan;39(1):80-2. Chinese. PubMed PMID: 24754173. 14: Miura H, Tsutsui K, Wada K, Shishido T. Coupling of carboxylic acids with internal alkynes by supported ruthenium catalysts: direct and selective syntheses of multi-substituted phthalide derivatives. Chem Commun (Camb). 2015 Jan 31;51(9):1654-7. doi: 10.1039/c4cc08461f. PubMed PMID: 25501995. 15: Resende GC, Alvarenga ES, de Araújo TA, Campos JN, Pincanço MC. Toxicity to Diaphania hyalinata, selectivity to non-target species and phytotoxicity of furanones and phthalide analogues. Pest Manag Sci. 2016 Sep;72(9):1772-7. doi: 10.1002/ps.4210. Epub 2016 Jan 18. PubMed PMID: 26679429. 16: Chen C, Yang RL. A phthalide derivative isolated from endophytic fungi Pestalotiopsis photiniae induces G1 cell cycle arrest and apoptosis in human HeLa cells. Braz J Med Biol Res. 2013 Aug;46(8):643-9. doi: 10.1590/1414-431X20132979. Epub 2013 Jul 30. PubMed PMID: 23903687; PubMed Central PMCID: PMC3854414. 17: Chen L, Li H, Yu F, Wang L. Ru-catalyzed decarboxylative cyclization of mandelic acids with acrylates: facile access to the phthalide skeleton. Chem Commun (Camb). 2014 Dec 7;50(94):14866-9. doi: 10.1039/c4cc06331g. PubMed PMID: 25325084. 18: McNulty J, Keskar K. Phthalide: a direct building-block towards P,O and P,N hemilabile ligands. Application in the palladium-catalysed Suzuki-Miyaura cross-coupling of aryl chlorides. Org Biomol Chem. 2013 Apr 21;11(15):2404-7. doi: 10.1039/c3ob40198g. Epub 2013 Mar 5. PubMed PMID: 23462848. 19: Wei Y, Huang W, Gu Y. Online isolation and purification of four phthalide compounds from Chuanxiong rhizoma using high-speed counter-current chromatography coupled with semi-preparative liquid chromatography. J Chromatogr A. 2013 Apr 5;1284:53-8. doi: 10.1016/j.chroma.2013.01.103. Epub 2013 Feb 1. PubMed PMID: 23484653. 20: Xiao B, Yin J, Park M, Liu J, Li JL, Kim EL, Hong J, Chung HY, Jung JH. Design and synthesis of marine fungal phthalide derivatives as PPAR-γ agonists. Bioorg Med Chem. 2012 Aug 15;20(16):4954-61. doi: 10.1016/j.bmc.2012.06.039. Epub 2012 Jun 29. PubMed PMID: 22819190.