Racecadotril-d5 | CAS#1246815-11-1 | Racecadotril internal standard

MedKoo Cat#: 464706 | Name: Racecadotril-d5

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Description:

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

Racecadotril-d5 is intended for use as an internal standard for the quantification of racecadotril by GC- or LC-MS. Racecadotril is a prodrug form of the neprilysin (NEP) inhibitor thiorphan. In vivo, racecadotril reduces or prevents castor oil-induced diarrhea without delaying intestinal transit in rats when administered at doses of 80 or 100 mg/kg, respectively. It also decreases the duration of diarrhea and increases body weight gain in a neonatal gnotobiotic pig model of human rotavirus-induced diarrhea. Formulations containing racecadotril have been used in the treatment of acute diarrhea.

Chemical Structure

Racecadotril-d5

CAS#1246815-11-1

Theoretical Analysis

MedKoo Cat#: 464706

Name: Racecadotril-d5

CAS#: 1246815-11-1

Chemical Formula: C21H18D5NO4S

Exact Mass: 390.1662

Molecular Weight: 390.51

Elemental Analysis: C, 64.59; H, 7.23; N, 3.59; O, 16.39; S, 8.21

Price and Availability

Size	Price	Availability
1mg	USD 220.00	2 Weeks
5mg	USD 440.00	2 Weeks
10mg	USD 700.00	2 Weeks
25mg	USD 1,240.00	2 Weeks

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Synonym

Racecadotril-d5; Racecadotril d5; Acetorphan-d5; Acetorphan d5;

IUPAC/Chemical Name

(phenyl-d5)methyl (3-(acetylthio)-2-benzylpropanoyl)glycinate

InChi Key

ODUOJXZPIYUATO-LKOJFEAXSA-N

InChi Code

InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)/i3D,6D,7D,10D,11D

SMILES Code

[2H]C1=C(C([2H])=C(C([2H])=C1COC(CNC(C(CC2=CC=CC=C2)CSC(C)=O)=O)=O)[2H])[2H]

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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 390.51 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

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Determination of thiorphan, a racecadotril metabolite, in human plasma by LC-MS/MS and its application to a bioequivalence study in Chinese subjects. Int J Clin Pharmacol Ther. 2020 Jul;58(7):408-414. doi: 10.5414/CP203588. PMID: 32352368. 5: Pienar C, Benninga MA, Broekaert IJ, Dolinsek J, Mas E, Miele E, Orel R, Ribes-Koninckx C, Thomassen RA, Thomson M, Tzivinikos C, Thapar N. Drugs in Focus: The Use of Racecadotril in Paediatric Gastrointestinal Disease. J Pediatr Gastroenterol Nutr. 2020 Feb;70(2):162-164. doi: 10.1097/MPG.0000000000002574. PMID: 31978009. 6: Liang Y, Zhang L, Zeng L, Gordon M, Wen J. Racecadotril for acute diarrhoea in children. Cochrane Database Syst Rev. 2019 Dec 19;12(12):CD009359. doi: 10.1002/14651858.CD009359.pub2. PMID: 31858591; PMCID: PMC6923519. 7: Wielgos K, Setkowicz W, Pasternak G, Lewandowicz-Uszyńska A. Postępowanie w ostrej biegunce infekcyjnej u dzieci [Management of acute gastroenteritis in children]. Pol Merkur Lekarski. 2019 Aug 30;47(278):76-79. Polish. PMID: 31473758. 8: Fica A, Cataldo P, Aceituno D, Villarroel MI, Escalona A. Fatal nosocomial hemorrhagic enterocolitis probably caused by adenovirus. Report of one case. Rev Med Chil. 2019 Feb;147(2):256-260. doi: 10.4067/s0034-98872019000200256. PMID: 31095177. 9: Hobbs AJ, Moyes AJ, Baliga RS, Ghedia D, Ochiel R, Sylvestre Y, Doré CJ, Chowdhury K, Maclagan K, Quartly HL, Sofat R, Smit A, Schreiber BE, Coghlan GJ, MacAllister RJ. Neprilysin inhibition for pulmonary arterial hypertension: a randomized, double-blind, placebo-controlled, proof-of-concept trial. Br J Pharmacol. 2019 May;176(9):1251-1267. doi: 10.1111/bph.14621. Epub 2019 Mar 31. PMID: 30761523; PMCID: PMC7651846. 10: Florez ID, Veroniki AA, Al Khalifah R, Yepes-Nuñez JJ, Sierra JM, Vernooij RWM, Acosta-Reyes J, Granados CM, Pérez-Gaxiola G, Cuello-Garcia C, Zea AM, Zhang Y, Foroutan N, Guyatt GH, Thabane L. Comparative effectiveness and safety of interventions for acute diarrhea and gastroenteritis in children: A systematic review and network meta-analysis. PLoS One. 2018 Dec 5;13(12):e0207701. doi: 10.1371/journal.pone.0207701. PMID: 30517196; PMCID: PMC6281220. 11: Chen J, Wan CM, Gong ST, Fang F, Sun M, Qian Y, Huang Y, Wang BX, Xu CD, Ye LY, Dong M, Jin Y, Huang ZH, Wu QB, Zhu CM, Fang YH, Zhu QR, Dong YS. Chinese clinical practice guidelines for acute infectious diarrhea in children. World J Pediatr. 2018 Oct;14(5):429-436. doi: 10.1007/s12519-018-0190-2. Epub 2018 Sep 29. PMID: 30269306. 12: Eberlin M, Chen M, Mueck T, Däbritz J. Racecadotril in the treatment of acute diarrhea in children: a systematic, comprehensive review and meta-analysis of randomized controlled trials. BMC Pediatr. 2018 Apr 3;18(1):124. doi: 10.1186/s12887-018-1095-x. PMID: 29614995; PMCID: PMC5883268. 13: Rautenberg TA, Zerwes U, Lee WS. Cost utility, budget impact, and scenario analysis of racecadotril in addition to oral rehydration for acute diarrhea in children in Malaysia. Clinicoecon Outcomes Res. 2018 Mar 15;10:169-178. doi: 10.2147/CEOR.S157606. PMID: 29588606; PMCID: PMC5858644. 14: Szabó ZI, Foroughbakhshfasaei M, Noszál B, Tóth G. Enantioseparation of racecadotril using polysaccharide-type chiral stationary phases in polar organic mode. Chirality. 2018 Jan;30(1):95-105. doi: 10.1002/chir.22772. Epub 2017 Oct 11. PMID: 29024201. 15: Rautenberg TA, Zerwes U. The cost utility and budget impact of adjuvant racecadotril for acute diarrhea in children in Thailand. Clinicoecon Outcomes Res. 2017 Jul 17;9:411-422. doi: 10.2147/CEOR.S140902. PMID: 28761363; PMCID: PMC5522664. 16: Deng J, Staufenbiel S, Hao S, Wang B, Dashevskiy A, Bodmeier R. Development of a discriminative biphasic in vitro dissolution test and correlation with in vivo pharmacokinetic studies for differently formulated racecadotril granules. J Control Release. 2017 Jun 10;255:202-209. doi: 10.1016/j.jconrel.2017.04.034. Epub 2017 Apr 25. PMID: 28450206. 17: Bui T, Li G, Kim I, Wen K, Twitchell EL, Hualei S, Ramesh AK, Weiss MD, Yang X, Glark-Deener SG, Choy RK, Yuan L. Effects of Racecadotril on Weight Loss and Diarrhea Due to Human Rotavirus in Neonatal Gnotobiotic Pigs (Sus scrofa domesticus). Comp Med. 2017 Mar 1;67(2):157-164. PMID: 28381316; PMCID: PMC5402735. 18: Barrenberg E, Garbe E. From prescription-only (Rx) to over-the-counter (OTC) status in Germany 2006-2015: pharmacological perspectives on regulatory decisions. Eur J Clin Pharmacol. 2017 Jul;73(7):901-910. doi: 10.1007/s00228-017-2240-4. Epub 2017 Mar 28. PMID: 28352949. 19: Jelinek T, Nothdurft HD, Haditsch M, Weinke T. Konsensuspapier Therapie der akuten Reisediarrhö : Eine Praxisempfehlung für die Reiseberatung [Consensus paper treatment of acute traveler's diarrhea. Practice recommendation for travel advice]. MMW Fortschr Med. 2017 Mar;159(Suppl 4):4-11. German. doi: 10.1007/s15006-017-9293-2. Epub 2017 Feb 27. PMID: 28244025. 20: Gharial J, Laving A, Were F. Racecadotril for the treatment of severe acute watery diarrhoea in children admitted to a tertiary hospital in Kenya. BMJ Open Gastroenterol. 2017 Jan 3;4(1):e000124. doi: 10.1136/bmjgast-2016-000124. PMID: 28123772; PMCID: PMC5253457.