4-Aminopropiophenone
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MedKoo CAT#: 591899

CAS#: 70-69-9

Description: 4'-Aminopropiophenone is a chemical compound. It is highly toxic, and can cause injury or death upon physical contact or inhalation of fumes.


Chemical Structure

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4-Aminopropiophenone
CAS# 70-69-9

Theoretical Analysis

MedKoo Cat#: 591899
Name: 4-Aminopropiophenone
CAS#: 70-69-9
Chemical Formula: C9H11NO
Exact Mass: 149.0841
Molecular Weight: 149.19
Elemental Analysis: C, 72.46; H, 7.43; N, 9.39; O, 10.72

Price and Availability

Size Price Availability Quantity
1.0g USD 210.0 2 Weeks
5.0g USD 350.0 2 Weeks
10.0g USD 650.0 2 Weeks
25.0g USD 1150.0 2 Weeks
50.0g USD 1650.0 2 Weeks
100.0g USD 2650.0 2 Weeks
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Synonym: 4-Aminopropiophenone; NSC 3187; NSC-3187; NSC3187; PARP.

IUPAC/Chemical Name: 1-Propanone, 1-(4-aminophenyl)-

InChi Key: FSWXOANXOQPCFF-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H11NO/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3

SMILES Code: CCC(C1=CC=C(N)C=C1)=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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 149.19 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

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1: Gentle M, Speed J, Allen BL, Harris S, Haapakoski H, Bell K. The longevity of para-aminopropiophenone (PAPP) wild dog baits and the implications for effective and safe baiting campaigns. Environ Sci Pollut Res Int. 2017 May;24(13):12338-12346. doi: 10.1007/s11356-017-8668-3. Epub 2017 Mar 29. PubMed PMID: 28357798.

2: Rennison D, Conole D, Tingle MD, Yang J, Eason CT, Brimble MA. Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides. Bioorg Med Chem Lett. 2013 Dec 15;23(24):6629-35. doi: 10.1016/j.bmcl.2013.10.046. Epub 2013 Oct 31. PubMed PMID: 24210502.

3: Eason CT, Murphy EC, Hix S, Macmorran DB. Development of a new humane toxin for predator control in New Zealand. Integr Zool. 2010 Mar;5(1):31-6. doi: 10.1111/j.1749-4877.2010.00183.x. PubMed PMID: 21392319.

4: Fisher P, O'Connor CE, Morriss G. Oral toxicity of p-aminopropiophenone to brushtail possums (Trichosurus vulpecula), dama wallabies (Macropus eugenii), and mallards (Anas platyrhynchos). J Wildl Dis. 2008 Jul;44(3):655-63. PubMed PMID: 18689651.

5: Bauman RA, Widholm JJ. Operant leverpressing and wheelrunning were differentially reduced by PAPP (p-aminopropiophenone)-induced methemoglobinemia. Pharmacol Biochem Behav. 2007 Oct;87(4):444-52. Epub 2007 Jun 7. PubMed PMID: 17658589.

6: Matsubara K, Ueno K, Koga Y, Hara K. Nickel-NHC-catalyzed alpha-arylation of acyclic ketones and amination of haloarenes and unexpected preferential N-arylation of 4-aminopropiophenone. J Org Chem. 2007 Jul 6;72(14):5069-76. Epub 2007 Jun 9. PubMed PMID: 17559270.

7: Coleman MD, Baker CD. Effects of the antioxidants dihydrolipoic acid (DHLA) and probucol on xenobiotic-mediated methaemoglobin formation in diabetic and non-diabetic human erythrocytes in vitro(1). Environ Toxicol Pharmacol. 2001 Mar;9(4):161-167. PubMed PMID: 11292579.

8: Coleman MD, Kuhns MJ. Bioactivation of the cyanide antidote 4-aminopropiophenone (4-PAPP) by human and rat hepatic microsomal enzymes: effect of inhibitors. Environ Toxicol Pharmacol. 1999 Mar;7(1):75-80. PubMed PMID: 21781912.

9: Marino MT, Urquhart MR, Sperry ML, Bredow JV, Brown LD, Lin E, Brewer TG. Pharmacokinetics and kinetic-dynamic modelling of aminophenones as methaemoglobin formers. J Pharm Pharmacol. 1997 Mar;49(3):282-7. PubMed PMID: 9231346.

10: Blickenstaff RT, Reddy S, Witt R, Lipkowitz KB. Potential radioprotective agents--IV. Schiff bases. Bioorg Med Chem. 1994 Dec;2(12):1363-6. PubMed PMID: 7788298.

11: Blickenstaff RT, Reddy S, Witt R. Potential radioprotective agents--V. Melatonin analogs. Oral activity of p-aminopropiophenone and its ethylene ketal. Bioorg Med Chem. 1994 Oct;2(10):1057-60. PubMed PMID: 7773622.

12: Guertler AT, Lagutchik MS, Martin DG. Topical anesthetic-induced methemoglobinemia in sheep: a comparison of benzocaine and lidocaine. Fundam Appl Toxicol. 1992 Feb;18(2):294-8. PubMed PMID: 1601230.

13: Scharf BA, Fricke RF, Baskin SI. Comparison of methemoglobin formers in protection against the toxic effects of cyanide. Gen Pharmacol. 1992 Jan;23(1):19-25. PubMed PMID: 1592224.

14: Wood SG, Fitzpatrick K, Bright JE, Inns RH, Marrs TC. Studies of the pharmacokinetics and metabolism of 4-amino-propiophenone (PAPP) in rats, dogs and cynomolgus monkeys. Hum Exp Toxicol. 1991 Sep;10(5):365-74. PubMed PMID: 1683551.

15: Marrs TC, Inns RH, Bright JE, Wood SG. The formation of methaemoglobin by 4-aminopropiophenone (PAPP) and 4-(N-hydroxy) aminopropiophenone. Hum Exp Toxicol. 1991 May;10(3):183-8. PubMed PMID: 1678947.

16: Ye L, Huang RH. [Permeability of 5 methemoglobin formers through red cell membrane]. Zhongguo Yao Li Xue Bao. 1990 Nov;11(6):560-3. Chinese. PubMed PMID: 2130623.

17: Liu LT, Huang RH. [Pharmacokinetics and pharmacodynamics of p-aminopropiophenone in rabbits]. Zhongguo Yao Li Xue Bao. 1988 Mar;9(2):178-81. Chinese. PubMed PMID: 3188954.

18: Marrs TC, Bright JE. Effect on blood and plasma cyanide levels and on methaemoglobin levels of cyanide administered with and without previous protection using PAPP. Hum Toxicol. 1987 Mar;6(2):139-45. PubMed PMID: 3557471.

19: Bright JE, Marrs TC. Effect of p-aminopropiophenone (PAPP), a cyanide antidote, on cyanide given by intravenous infusion. Hum Toxicol. 1987 Mar;6(2):133-7. PubMed PMID: 3557470.

20: Bright JE, Woodman AC, Marrs TC, Wood SG. Sex differences in the production of methaemoglobinaemia by 4-aminopropiophenone. Xenobiotica. 1987 Jan;17(1):79-83. PubMed PMID: 3825178.