MedKoo Cat#: 598618 | Name: TEPP
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Description:

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

TEPP is a topical agent for glaucoma.

Chemical Structure

TEPP
TEPP
CAS#107-49-3

Theoretical Analysis

MedKoo Cat#: 598618

Name: TEPP

CAS#: 107-49-3

Chemical Formula: C8H20O7P2

Exact Mass: 290.0684

Molecular Weight: 290.18

Elemental Analysis: C, 33.11; H, 6.95; O, 38.59; P, 21.35

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
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Related CAS #
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Synonym
TEPP; NSC 14707; NSC-14707; NSC14707; Mortopal; Tetrastigmine;
IUPAC/Chemical Name
tetraethyl diphosphate
InChi Key
IDCBOTIENDVCBQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H20O7P2/c1-5-11-16(9,12-6-2)15-17(10,13-7-3)14-8-4/h5-8H2,1-4H3
SMILES Code
CCOP(OP(OCC)(OCC)=O)(OCC)=O
Appearance
Liquid
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 290.18 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: Petroianu GA. Synthesis of tetraethyl pyrophosphate (TEPP): from physician Abbot and pharmacist Riegel to chemist Nylen. Pharmazie. 2015 Jun;70(6):427-34. PubMed PMID: 26189307. 2: Chen YS, Bastidas RJ, Saka HA, Carpenter VK, Richards KL, Plano GV, Valdivia RH. The Chlamydia trachomatis type III secretion chaperone Slc1 engages multiple early effectors, including TepP, a tyrosine-phosphorylated protein required for the recruitment of CrkI-II to nascent inclusions and innate immune signaling. PLoS Pathog. 2014 Feb 20;10(2):e1003954. doi: 10.1371/journal.ppat.1003954. eCollection 2014 Feb. Erratum in: PLoS Pathog. 2014 Mar;10(3):e1004094. PubMed PMID: 24586162; PubMed Central PMCID: PMC3930595. 3: Palsson-McDermott EM, Curtis AM, Goel G, Lauterbach MA, Sheedy FJ, Gleeson LE, van den Bosch MW, Quinn SR, Domingo-Fernandez R, Johnston DG, Jiang JK, Israelsen WJ, Keane J, Thomas C, Clish C, Vander Heiden M, Xavier RJ, O'Neill LA. Pyruvate kinase M2 regulates Hif-1α activity and IL-1β induction and is a critical determinant of the warburg effect in LPS-activated macrophages. Cell Metab. 2015 Jan 6;21(1):65-80. doi: 10.1016/j.cmet.2014.12.005. Erratum in: Cell Metab. 2015 Feb 3;21(2):347. Cell Metab. 2015 Feb 3;21(2):347. Jiang, Jain-Kang [corrected to Jiang, Jian-Kang]; Vanden Heiden, Matthew [corrected to Vander Heiden, Matthew]. PubMed PMID: 25565206; PubMed Central PMCID: PMC5198835. 4: RANDALL LO, CONROY CE, FERRUGGIA TM, KAPPELL BH, KNOEPPEL CR. Pharmacology of the anticholinesterase drugs; mestinon, prostigmin, tensilon and TEPP. Am J Med. 1955 Nov;19(5):673-8. PubMed PMID: 13268462. 5: Hahn Y. Molecular evolution of TEPP protein genes in metazoans. Biochem Genet. 2009 Oct;47(9-10):651-64. doi: 10.1007/s10528-009-9261-3. Epub 2009 Jun 23. PubMed PMID: 19548082. 6: MAIN AR. The role of A-esterase in the acute toxicity of paraoxon, TEPP, and parathion. Can J Biochem Physiol. 1956 Mar;34(2):197-216. PubMed PMID: 13304740. 7: LEWIS JR, MCKEON WB Jr, LANDS AM. Effect of various drugs in antagonizing the toxicity of TEPP. Arch Int Pharmacodyn Ther. 1955 Aug 1;102(4):371-90. PubMed PMID: 13249664. 8: McNAMARA BP, MURTHA EF, BERGNER AD, ROBINSON EM, BENDER CW, WILLS JH. Studies on the mechanism of action of DFP and TEPP. J Pharmacol Exp Ther. 1954 Feb;110(2):232-40. PubMed PMID: 13118498. 9: Bera TK, Hahn Y, Lee B, Pastan IH. TEPP, a new gene specifically expressed in testis, prostate, and placenta and well conserved in chordates. Biochem Biophys Res Commun. 2003 Dec 26;312(4):1209-15. PubMed PMID: 14652002. 10: PAULET G. [Study of the pharmacological action of tetraethylpyrophosphate (TEPP)]. Arch Int Pharmacodyn Ther. 1954 Mar;97(2):157-85. Undetermined Language. PubMed PMID: 13159462. 11: DAVIS F. Insecticide toxicity; fatality from ingestion of tetraethylpyrophosphate (TEPP). Northwest Med. 1957 Apr;56(4):435-7. PubMed PMID: 13419155. 12: Petroianu GA. The synthesis of phosphor ethers: who was Franz Anton Voegeli? Pharmazie. 2009 Apr;64(4):269-75. PubMed PMID: 19435147. 13: UPHOLT WM, QUINBY GE, BATCHELOR GS, THOMPSON JP. Visual effects accompanying TEPP-induced miosis. AMA Arch Ophthalmol. 1956 Jul;56(1):128-34. PubMed PMID: 13338931. 14: Sato H, Shimada M, Kurita N, Iwata T, Nishioka M, Morimoto S, Yoshikawa K, Miyatani T, Goto M, Kashihara H, Takasu C. The safety and usefulness of the single incision, transabdominal pre-peritoneal (TAPP) laparoscopic technique for inguinal hernia. J Med Invest. 2012;59(3-4):235-40. PubMed PMID: 23037193. 15: KLEINFELD M, MAGIN J, STEIN E. The effect of tetraethyl-pyrophosphate (TEPP) on the transmembrane potentials of pacemaker and non-pacemaker fibers of isolated rabbit atrium. Circ Res. 1960 Jan;8:240-5. PubMed PMID: 14409735. 16: LOW H, TAMMELIN LE. On succinylcholine, a neuromuscular blocking drug, and its synergism with TEPP. Acta Physiol Scand. 1951 Jul 30;23(1):78-84. PubMed PMID: 14856796. 17: MURTHA EF, MCNAMARA BP, GROBLEWSKI GE, WILLS JH. Site of action of magnesium in treatment of some toxic effects produced by TEPP. Proc Soc Exp Biol Med. 1955 Nov;90(2):505-7. PubMed PMID: 13273494. 18: KLENDSHOJ NC, MORAN WG, FELDSTEIN M, FIDLER HE. Poisoning from tetraethylpyrophosphate (tepp). J Am Med Assoc. 1952 Jul 12;149(11):1015. PubMed PMID: 14938096. 19: Petroianu GA. The history of cholinesterase inhibitors: who was Moschnin(e)? Pharmazie. 2008 Apr;63(4):325-7. PubMed PMID: 18468398. 20: RUNTI C, STENER A, SOTTOCASA G, PUGLIARELLO MC. [ON SOME NEW QUATERNARY DERIVATIVES OF PYRIDINE-2-ALDOXIME, REACTIVATORS OF ACETYLCHOLINESTERASE INHIBITED BY TEPP]. Boll Chim Farm. 1964 Feb;103:103-14. Italian. PubMed PMID: 14139940.