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MedKoo Cat#: 146383 | Name: Acedoben

Description:

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

Acedoben, also known as para-aminobenzoic acid (PABA), is a compound often used in combination with other substances, such as in co-drugs like calcium folinate or as a component in sunscreen formulations. It functions as a precursor in the synthesis of folic acid in bacteria, making it relevant in microbiology and antimicrobial research. While it has limited direct therapeutic use, its derivatives have been explored for roles in treating fibrotic skin conditions and as UV filters. Mechanistically, it can act by influencing folate metabolism or by absorbing ultraviolet light when used topically.

Chemical Structure

Acedoben
Acedoben
CAS#556-08-1

Theoretical Analysis

MedKoo Cat#: 146383

Name: Acedoben

CAS#: 556-08-1

Chemical Formula: C15H17Cl2NO2

Exact Mass: 313.0636

Molecular Weight: 314.21

Elemental Analysis: C, 57.34; H, 5.45; Cl, 22.56; N, 4.46; O, 10.18

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
Acedoben;
IUPAC/Chemical Name
(1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,5-dichlorobenzoate
InChi Key
QCXJEYYXVJIFCE-UHFFFAOYSA-N
InChi Code
1S/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
SMILES Code
CC(=O)NC1=CC=C(C=C1)C(O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 314.21 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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PMID: 36752052. 4: Lasek W, Janyst M, Wolny R, Zapała Ł, Bocian K, Drela N. Immunomodulatory effects of inosine pranobex on cytokine production by human lymphocytes. Acta Pharm. 2015 Jun;65(2):171-80. doi: 10.1515/acph-2015-0015. PMID: 26011933. 5: Kalimo KO, Joronen IA, Havu VK. Failure of oral inosiplex treatment of recurrent herpes simplex virus infections. Arch Dermatol. 1983 Jun;119(6):463-7. PMID: 6190441. 6: C R J, Swain AK, Ganga RT, Halnor D, Avhad A, Khan MS, Ghosh A, Choudhary SS, Yannawar AN, Despande S, Patel M, Anne KP, Bangar Y. Efficacy and Safety of Inosine Pranobex in COVID-19 Patients: A Multicenter Phase 3 Randomized Double- Blind, Placebo-Controlled Trial. Adv Ther (Weinh). 2022 Sep 16:2200159. doi: 10.1002/adtp.202200159. Epub ahead of print. PMID: 36246300; PMCID: PMC9539257. 7: Szoke A, Hayton WL, Schultz IR. Quantification of benzocaine and its metabolites in channel catfish tissues and fluids by HPLC. J Pharm Biomed Anal. 1997 Sep;16(1):69-75. doi: 10.1016/s0731-7085(97)00014-9. PMID: 9447553. 8: Barbieri B, Papadogiannakis N, Eneroth P, Hansson C, Roepstorff P, Olding LB. Identification of a substance, previously shown to enhance mitogenesis of human lymphocytes, as the acetamide of p-aminobenzoic acid. Biochim Biophys Acta. 1994 Oct 6;1214(3):309-16. doi: 10.1016/0005-2760(94)90078-7. Erratum in: Biochim Biophys Acta 1997 Jun 23;1346(3):300. PMID: 7918614. 9: Yoshida T, Inami Y, Matsui T, Nagasawa T. Regioselective carboxylation of catechol by 3,4-dihydroxybenzoate decarboxylase of Enterobacter cloacae P. Biotechnol Lett. 2010 May;32(5):701-5. doi: 10.1007/s10529-010-0210-3. Epub 2010 Feb 4. PMID: 20131080. 10: Manin AN, Voronin AP, Manin NG, Vener MV, Shishkina AV, Lermontov AS, Perlovich GL. Salicylamide cocrystals: screening, crystal structure, sublimation thermodynamics, dissolution, and solid-state DFT calculations. J Phys Chem B. 2014 Jun 19;118(24):6803-14. doi: 10.1021/jp5032898. Epub 2014 Jun 5. PMID: 24861612. 11: Markowska P, Procajło Z, Wolska J, Jaroszewski JJ, Ziółkowski H. Development, Validation, and Application of the LC-MS/MS Method for Determination of 4-Acetamidobenzoic Acid in Pharmacokinetic Pilot Studies in Pigs. Molecules. 2021 Jul 23;26(15):4437. doi: 10.3390/molecules26154437. PMID: 34361591; PMCID: PMC8348927. 12: Streeter DG, Pfadenhauer EH. Inosiplex: metabolism and excretion of the dimethylaminoisopropanol and p-acetamidobenzoic acid components in rhesus monkeys. Drug Metab Dispos. 1984 Mar-Apr;12(2):199-203. PMID: 6202473. 13: Staud F, Fendrich Z, Hartl J, Jindrova O, Láznícek M. Different transfers of N-acetyl-p-aminobenzoic acid and p-aminobenzoic acid across the placenta and the small intestine in rats. J Drug Target. 1998;5(3):207-13. doi: 10.3109/10611869808995875. PMID: 9606010. 14: Saleh AM, Pheasant AE, Blair JA, Allan RN, Walters J. Folate metabolism in man: the effect of malignant disease. Br J Cancer. 1982 Sep;46(3):346-53. doi: 10.1038/bjc.1982.210. PMID: 6982057; PMCID: PMC2011131. 15: Chan K. High performance liquid chromatographic characterisation and quantitation of p-aminobenzoic acid N-acetylation in Chinese subjects. Eur J Drug Metab Pharmacokinet. 1986 Apr-Jun;11(2):129-34. doi: 10.1007/BF03189838. PMID: 3490383. 16: Rice MC, Lieberman P, Siegle RL, Mason J. In vitro histamine release induced by radiocontrast media and various chemical analogs in reactor and control subjects. J Allergy Clin Immunol. 1983 Aug;72(2):180-6. doi: 10.1016/0091-6749(83)90527-4. PMID: 6193159. 17: Nielsen P, Beckett AH. The metabolism and excretion in man of NN- dimethylamino-isopropanol and p-acetamido-benzoic acid after administration of isoprinosine. J Pharm Pharmacol. 1981 Aug;33(8):549-50. doi: 10.1111/j.2042-7158.1981.tb13860.x. PMID: 6168756. 18: Barbieri B, Papadogiannakis N, Eneroth P, Olding LB. Arachidonic acid is a preferred acetyl donor among fatty acids in the acetylation of p-aminobenzoic acid by human lymphoid cells. Biochim Biophys Acta. 1995 Jul 13;1257(2):157-66. doi: 10.1016/0005-2760(95)00070-s. PMID: 7619856. 19: Cheng KC, Li YC, Yu CS, Yu FS, Lee JH, Lin ML, Yang JS, Chung JG. Ketoprofen-inhibited N-acetyltransferase activity and gene expression in human colon tumor cells. Anticancer Res. 2006 Mar-Apr;26(2A):1105-11. PMID: 16619513. 20: Furuya KN, Durie PR, Roberts EA, Soldin SJ, Verjee Z, Yung-Jato L, Giesbrecht E, Ellis L. Glycine conjugation of para-aminobenzoic acid (PABA): a quantitative test of liver function. Clin Biochem. 1995 Oct;28(5):531-40. doi: 10.1016/0009-9120(95)00040-g. PMID: 8582053.

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