Alphaprodine Hydrochloride

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

MedKoo CAT#: 524165

CAS#: 561-78-4 (HCl)

Description: Alphaprodine Hydrochloride is an opioid analgesic chemically related to and with an action resembling that of meperidine, but more rapid in onset and of shorter duration. It has been used in obstetrics, as pre-operative medication, for minor surgical procedures and for dental procedures. Alphaprodine Hydrochloride has been discontinued.


Chemical Structure

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Alphaprodine Hydrochloride
CAS# 561-78-4 (HCl)

Theoretical Analysis

MedKoo Cat#: 524165
Name: Alphaprodine Hydrochloride
CAS#: 561-78-4 (HCl)
Chemical Formula: C16H24ClNO2
Exact Mass:
Molecular Weight: 297.82
Elemental Analysis: C, 64.53; H, 8.12; Cl, 11.90; N, 4.70; O, 10.74

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 77-20-3 (free base)   561-78-4 (HCl)    

Synonym: Alphaprodine Hydrochloride; Nisentil; Nisintel; Prisilidene hydrochloride; Nisentil hydrochloride; Alpha-Prodine hydrochloride;

IUPAC/Chemical Name: [(3S,4R)-1,3-dimethyl-4-phenylpiperidin-4-yl] propanoate;hydrochloride

InChi Key: LFLUADVCIBEPQJ-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H23NO2.ClH/c1-4-15(18)19-16(14-8-6-5-7-9-14)10-11-17(3)12-13(16)2;/h5-9,13H,4,10-12H2,1-3H3;1H

SMILES Code: CCC(=O)OC1(CCN(CC1C)C)C2=CC=CC=C2.Cl

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, not in water

Shelf Life: >2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 297.82 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

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1: Lagarde LA, Ortiz de la Peña R, Bravo Serradell O. [Three auxiliary medications in obstetrics. 1955]. Ginecol Obstet Mex. 2010 Nov;78(11):633-41. Spanish. PubMed PMID: 21299003.

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6: Egley CC, Bowes WA Jr, Wagner D. Sinusoidal fetal heart rate pattern during labor. Am J Perinatol. 1991 May;8(3):197-202. PubMed PMID: 2029281.

7: Iorio MA, Frigeni V, Bowman ER, Harris LS, May EL, Aceto MD. Common stereospecificity of opioid and dopamine systems for N-butyrophenone prodine-like compounds. J Med Chem. 1991 Jan;34(1):194-7. PubMed PMID: 1671414.

8: Wynn RL, Bergman SA, Rudo FG, Leventer M. GABAmimetics diminish antinociception of meperidine under conditions which enhance other opioid mu-agonists. Arch Int Pharmacodyn Ther. 1990 Mar-Apr;304:136-46. PubMed PMID: 2173504.

9: Adams RJ. Obstetrical medication and the human newborn: the influence of alphaprodine hydrochloride on visual behaviour. Dev Med Child Neurol. 1989 Oct;31(5):650-6. PubMed PMID: 2806744.

10: Matthews MK. The relationship between maternal labour analgesia and delay in the initiation of breastfeeding in healthy neonates in the early neonatal period. Midwifery. 1989 Mar;5(1):3-10. PubMed PMID: 2927331.

11: Lunt RC, Hward HE. A descriptive study of 201 uncombined alphaprodine HCl conscious sedations in pediatric dental patients (1982-1985). Pediatr Dent. 1988 Jun;10(2):121-6. PubMed PMID: 3269520.

12: Kuhnert BR, Brashear WT, Syracuse CD. Measurement of alphaprodine by selected-ion monitoring. J Chromatogr. 1988 Apr 29;426(2):392-8. PubMed PMID: 3392151.

13: Lambert LA, Nazif MM, Moore PA, Zullo TG. Nonlinear dose-response characteristics of alphaprodine sedation in preschool children. Pediatr Dent. 1988 Mar;10(1):30-3. PubMed PMID: 3268795.

14: Moore PA. Local anesthesia and narcotic drug interaction in pediatric dentistry. Anesth Prog. 1988 Jan-Feb;35(1):17. PubMed PMID: 3422794; PubMed Central PMCID: PMC2190049.

15: Bevacqua BK. Supraventricular tachycardia associated with postpartum metoclopramide administration. Anesthesiology. 1988 Jan;68(1):124-5. PubMed PMID: 3337365.

16: Currie WR, Biery KA, Campbell RL, Mourino AP. Narcotic sedation: an evaluation of cardiopulmonary parameters and behavior modification in pediatric dental patients. J Pedod. 1988 Spring;12(3):230-49. PubMed PMID: 3268655.

17: Shane SM, Speedie LJ, Rao L, Niedermeyer E, McPherson R. Conscious sedation for minor gynecologic surgery in the ambulatory patient. A pilot study. Anesth Prog. 1987 Nov-Dec;34(6):211-4. PubMed PMID: 3481518; PubMed Central PMCID: PMC2190040.

18: Speedie LJ, Tung TJ, Shane SM, Chase GA, Brake N, Epstein MH. Comparison of two intravenous sedation techniques for percutaneous radio frequency trigeminal rhizotomy. A pilot study. Anesth Prog. 1987 Nov-Dec;34(6):207-10. PubMed PMID: 3481517; PubMed Central PMCID: PMC2190044.

19: Iorio MA, Reymer TP, Frigeni V. Combined analgesic/neuroleptic activity in N-butyrophenone prodine-like compounds. J Med Chem. 1987 Oct;30(10):1906-10. PubMed PMID: 2888899.

20: Gross R, Nazif MM, Zullo T. Effects of variable alphaprodine dose levels on arterial blood gases in rhesus monkeys. Anesth Prog. 1987 Mar-Apr;34(2):43-5. PubMed PMID: 3111312; PubMed Central PMCID: PMC2148565.