WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H412201
CAS#: 136-82-3 (free base)
Description: Piperocaine (free base) is a local anesthetic drug developed in the 1920s and used as its hydrochloride salt for infiltration and nerve blocks.
Hodoodo Cat#: H412201
Name: Piperocaine (free base)
CAS#: 136-82-3 (free base)
Chemical Formula: C16H23NO2
Exact Mass: 261.17
Molecular Weight: 261.365
Elemental Analysis: C, 73.53; H, 8.87; N, 5.36; O, 12.24
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 136-82-3 (free base) 533-28-8 (HCl)
Synonym: Piperocaine (free base); BRN0012274; BRN0012274; BRN 0012274
IUPAC/Chemical Name: 1-Piperidinepropanol, 2-methyl-, benzoate (ester)
InChi Key: YQKAVWCGQQXBGW-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H23NO2/c1-14-8-5-6-11-17(14)12-7-13-19-16(18)15-9-3-2-4-10-15/h2-4,9-10,14H,5-8,11-13H2,1H3
SMILES Code: CC1N(CCCOC(C2=CC=CC=C2)=O)CCCC1
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:
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The following data is based on the product molecular weight 261.37 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.
| 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Woodward JJ, Compton DM, Balster RL, Martin BR. In vitro and in vivo effects of cocaine and selected local anesthetics on the dopamine transporter. Eur J Pharmacol. 1995 Apr 13;277(1):7-13. doi: 10.1016/0014-2999(95)00042-j. PMID: 7635175.
2: Belcastro PA. Pedagogical patronizing of the pharmacodynamic promises of illicit drugs. J Drug Educ. 1992;22(1):9-13. doi: 10.2190/J9KW-KRLM-GP55-AGVC. PMID: 1593391.
3: Daly JW, Nishizawa Y, Edwards MW, Waters JA, Aronstam RS. Nicotinic receptor- elicited sodium flux in rat pheochromocytoma PC12 cells: effects of agonists, antagonists, and noncompetitive blockers. Neurochem Res. 1991 Apr;16(4):489-500. doi: 10.1007/BF00965571. PMID: 1922660.
4: Greene NM. Fifty-seven years ago in Current Researches in Anesthesia and Analgesia: 1932;11:177-183. P. D. Woodbridge: Neothesin for Spinal and Regional Anesthesia: A preliminary Clinical Report. Anesth Analg. 1989 May;68(5):681. PMID: 2655498.
5: Bolger GT, Marcus KA, Daly JW, Skolnick P. Local anesthetics differentiate dihydropyridine calcium antagonist binding sites in rat brain and cardiac membranes. J Pharmacol Exp Ther. 1987 Mar;240(3):922-30. PMID: 3031279.
6: Dawson M, Mustafa AF. Use of cultured human conjunctival and other cells to assess the relative toxicity of six local anaesthetics. Food Chem Toxicol. 1985 Feb;23(2):305-8. doi: 10.1016/0278-6915(85)90034-1. PMID: 4040080.
7: El-Fakahany EE, Eldefrawi AT, Murphy DL, Aguayo LG, Triggle DJ, Albuquerque EX, Eldefrawi ME. Interactions of phencyclidine with crayfish muscle membranes. Sensitivity to calcium channel antagonists and other drugs. Mol Pharmacol. 1984 May;25(3):369-78. PMID: 6328263.
8: Creveling CR, McNeal ET, Daly JW, Brown GB. Batrachotoxin-induced depolarization and [3H]batrachotoxinin-a 20 alpha-benzoate binding in a vesicular preparation from guinea pig cerebral cortex. Mol Pharmacol. 1983 Mar;23(2):350-8. PMID: 6300644.
9: Dorris RL. A comparison in rat and mouse heart of the ability of several local anesthetics to inhibit monoamine oxidase. Comp Biochem Physiol C Comp Pharmacol Toxicol. 1983;75(2):327-8. doi: 10.1016/0742-8413(83)90200-1. PMID: 6138200.
10: Foster AH, Carlson BM. Myotoxicity of local anesthetics and regeneration of the damaged muscle fibers. Anesth Analg. 1980 Oct;59(10):727-36. PMID: 7191645.
11: Benson SA. Local anesthetics block induction of the Pseudomonas alk regulon. J Bacteriol. 1979 Dec;140(3):1123-5. doi: 10.1128/JB.140.3.1123-1125.1979. PMID: 533765; PMCID: PMC216764.
12: Tiedt TN, Albuquerque EX, Bakry NM, Eldefrawi ME, Eldefrawi AT. Voltage- and time-dependent actions of piperocaine on the ion channel of the acetylcholine receptor. Mol Pharmacol. 1979 Nov;16(3):909-21. PMID: 316855.
13: Gayda RC, Henderson GW, Markovitz A. Neuroactive drugs inhibit trypsin and outer membrane protein processing in Escherichia coli K-12. Proc Natl Acad Sci U S A. 1979 May;76(5):2138-42. doi: 10.1073/pnas.76.5.2138. PMID: 377291; PMCID: PMC383552.
14: SCHNAPER HW, JOHNSON RL, TUOHY EB, FREIS ED. The effect of hexamethonium as compared to procaine or metycaine lumbar block on the blood flow to the foot of normal subjects. J Clin Invest. 1951 Jul;30(7):786-91. doi: 10.1172/JCI102493. PMID: 14850559; PMCID: PMC436311.
15: COSTICH ER. A preliminary study of the efficiency of piperocaine hydrochloride as a local anesthetic in dental surgery. J Am Dent Assoc. 1950 Feb;40(2):163-9. doi: 10.14219/jada.archive.1950.0022. PMID: 15402120.
16: WOODBURN A. Toxic reaction to metycaine. Ohio State Med J. 1949 Nov;45(11):1072. PMID: 18149171.
17: SCHLUTER HG, COOLEY CL. Metycaine, saddle block anesthesia in obstetrics. West J Surg Obstet Gynecol. 1949 Oct;57(10):469-73. PMID: 18141359.
18: ANDROS GJ, PRIDDLE HD, BETHEA RC. Saddle block spinal anesthesia in obstetrics, with special reference to the use of metycaine. Anesthesiology. 1949 Sep;10(5):517-28. doi: 10.1097/00000542-194909000-00001. PMID: 18138121.
19: KERNER JA, KAMM ML. A case of severe dermatitis venenata due to metycaine. Anesthesiology. 1949 Jul;10(4):512. doi: 10.1097/00000542-194907000-00024. PMID: 18145266.
