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MedKoo Cat#: 462807 | Name: Phenylglyceryl ether

Description:

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

Phenylglyceryl ether is a known skin and eye irritant. It has also been studied for inducing tumor growth and other adverse health effects due to its toxicity.

Chemical Structure

Phenylglyceryl ether
Phenylglyceryl ether
CAS#538-43-2

Theoretical Analysis

MedKoo Cat#: 462807

Name: Phenylglyceryl ether

CAS#: 538-43-2

Chemical Formula: C9H12O3

Exact Mass: 168.0786

Molecular Weight: 168.19

Elemental Analysis: C, 64.27; H, 7.19; O, 28.54

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
NSC 406489; NSC-406489; NSC406489; Antodyn; Antodyne;
IUPAC/Chemical Name
3-phenoxypropane-1,2-diol
InChi Key
FNQIYTUXOKTMDM-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H12O3/c10-6-8(11)7-12-9-4-2-1-3-5-9/h1-5,8,10-11H,6-7H2
SMILES Code
OCC(COc1ccccc1)O
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 168.19 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: Kurihara T, Takeda H, Ito H. [Studies on phenylglycidyl ether derivatives. V. Grignard reaction on phenylglycidyl ether derivatives]. Yakugaku Zasshi. 1970 Dec;90(12):1507-13. Japanese. doi: 10.1248/yakushi1947.90.12_1507. PMID: 5531673. 2: Lemière F, Vanhoutte K, Jonckers T, Marek R, Esmans EL, Claeys M, Van den Eeckhout E, Van Onckelen H. Differentiation between isomeric phenylglycidyl ether adducts of 2'-deoxyguanosine and 2'-deoxyguanosine-5'-monophosphate using liquid chromatography/electrospray tandem mass spectrometry. J Mass Spectrom. 1999 Aug;34(8):820-34. doi: 10.1002/(SICI)1096-9888(199908)34:8<820::AID- JMS837>3.0.CO;2-C. PMID: 10423563. 3: Rudzki E, Krajewska D. Contact sensitivity to phenylglycidyl ether. Derm Beruf Umwelt. 1979;27(2):42-4. PMID: 158513. 4: van den Eeckhout E, Coene J, Claereboudt J, Borremans F, Claeys M, Esmans E, Sinsheimer JE. Comparison of the isolation of adducts of 2'-deoxycytidine and 2'-deoxyguanosine with phenylglycidyl ether by high-performance liquid chromatography on a reversed-phase column and a polystyrene-divinylbenzene column. J Chromatogr. 1991 Mar 22;541(1-2):317-31. doi: 10.1016/s0021-9673(01)96003-0. PMID: 2037652. 5: Greene EJ, Friedman MA, Sherrod JA, Salerno AJ. In vitro mutagenicity and cell transformation screening of phenylglycidyl ether. Mutat Res. 1979 May;67(1):9-19. doi: 10.1016/0165-1218(79)90094-6. PMID: 379639. 6: Lamière F, Joos P, Vanhoutte K, Esmans EL, De Groot A, Claeys M, Van den Eeckhout E. Phenylglycidyl ether adducts of 2'-deoxycytidine and 2'-deoxyadenosine: Stability in solution and structure analysis by electrospray tandem mass spectrometry. J Am Soc Mass Spectrom. 1996 Jul;7(7):682-91. doi: 10.1016/1044-0305(96)00001-3. PMID: 24203484. 7: Lee KP, Schneider PW Jr, Trochimowicz HJ. Morphologic expression of glandular differentiation in the epidermoid nasal carcinomas induced by phenylglycidyl ether inhalation. Am J Pathol. 1983 May;111(2):140-8. PMID: 6846500; PMCID: PMC1916336. 8: Terrill JB, Lee KP, Culik R, Kennedy GL Jr. The inhalation toxicity of phenylglycidyl ether: reproduction, mutagenic, teratogenic, and cytogenic studies. Toxicol Appl Pharmacol. 1982 Jun 30;64(2):204-12. doi: 10.1016/0041-008x(82)90216-2. PMID: 7123549. 9: Takeda H. [Studies on phenylglycidyl ether derivatives. VI. Reaction of phenoxypropylene sulfide with amines or Grignard reagents]. Yakugaku Zasshi. 1972 Sep;92(9):1117-23. Japanese. doi: 10.1248/yakushi1947.92.9_1117. PMID: 4674827. 10: Kurihara T, Takeda H, Ito H, Sagawa K. [Studies on phenylglycidyl ether derivatives. II. A new synthesis of 3-substituted-3,4-dihydro-2H-1,4-benzoxazine and 3-substituted-3,4-dihydro-2H-1,4-benzothiazine]. Yakugaku Zasshi. 1968 Sep;88(9):1118-22. Japanese. doi: 10.1248/yakushi1947.88.9_1118. PMID: 5751279. 11: Terrill JB, Lee KP. The inhalation toxicity of phenylglycidyl ether. I. 90-day inhalation study. Toxicol Appl Pharmacol. 1977 Nov;42(2):263-9. doi: 10.1016/0041-008x(77)90003-5. PMID: 595006. 12: Kurihara T, Takeda H, Ito H. [Studies on phenylglycidyl ether derivatives. IV. On the oxidation of 1-phenoxy (or o-substituted phenoxy)-3-diethylamino-2-propanol]. Yakugaku Zasshi. 1969 Nov;89(11):1528-33. Japanese. doi: 10.1248/yakushi1947.89.11_1528. PMID: 5391654. 13: Kurihara T, Takeda H, Takeda H, Kikuchi M. [On the synthesis and analgesic activity of pethidine analogous derivatives. (Studies on phenylglycidyl ether derivatives. VIII) (author's transl)]. Yakugaku Zasshi. 1979 Feb;99(2):131-4. Japanese. doi: 10.1248/yakushi1947.99.2_131. PMID: 438944. 14: Kurihara T, Takeda H, Ito H. [Studies on phenylglycidyl ether derivatives. VII. Syntheses of cyclic compounds containing two hetero atoms]. Yakugaku Zasshi. 1972 Nov;92(11):1426-31. Japanese. doi: 10.1248/yakushi1947.92.11_1426. PMID: 4675511. 15: Aalto-Korte K, Kuuliala O, Henriks-Eckerman ML, Suuronen K. Contact allergy to reactive diluents and related aliphatic epoxy resins. Contact Dermatitis. 2015 Jun;72(6):387-97. doi: 10.1111/cod.12369. Epub 2015 Feb 25. PMID: 25711534. 16: Zaugg J, Gumulya Y, Bodén M, Mark AE, Malde AK. Effect of Binding on Enantioselectivity of Epoxide Hydrolase. J Chem Inf Model. 2018 Mar 26;58(3):630-640. doi: 10.1021/acs.jcim.7b00353. Epub 2018 Feb 20. PMID: 29424533. 17: Saini P, Kumar N, Wani SI, Sharma S, Chimni SS, Sareen D. Bioresolution of racemic phenyl glycidyl ether by a putative recombinant epoxide hydrolase from Streptomyces griseus NBRC 13350. World J Microbiol Biotechnol. 2017 May;33(5):82. doi: 10.1007/s11274-017-2248-z. Epub 2017 Apr 4. PMID: 28378221. 18: Wu K, Wang H, Sun H, Wei D. Efficient kinetic resolution of phenyl glycidyl ether by a novel epoxide hydrolase from Tsukamurella paurometabola. Appl Microbiol Biotechnol. 2015 Nov;99(22):9511-21. doi: 10.1007/s00253-015-6716-9. Epub 2015 Jun 19. PMID: 26088175. 19: Dolcet MM, Torres M, Canela R. Effect of fungal mycelia on the HPLC-UV and UV-vis spectrophotometric assessment of mycelium-bound epoxide hydrolase using glycidyl phenyl ether. N Biotechnol. 2016 Jun 25;33(4):449-59. doi: 10.1016/j.nbt.2016.02.003. Epub 2016 Feb 21. PMID: 26902669. 20: Ayala F, Lembo G, Balato N, Patruno C, Scognamiglio G, Strazzullo G, de Stefano S. The use of laboratory methods in contact dermatitis induced by composite materials. Contact Dermatitis. 1990 May;22(5):262-6. doi: 10.1111/j.1600-0536.1990.tb01593.x. Erratum in: Contact Dermatitis 1990 Nov;23(5):384. PMID: 2143442.