Bendectin (old formulation)

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

MedKoo CAT#: 581641

CAS#: 10238-21-8

Description: Bendectin (old formulation) contains dicyclomine, doxylamine succinate, pyridoxine; in the U.S., dicyclomine has been removed from the combination because it was ineffective. Pyridoxine/doxylamine, sold under the brand name Diclectin among others, is a combination of pyridoxine hydrochloride (vitamin B6) and doxylamine succinate. It is generally used for nausea and vomiting of pregnancy (morning sickness).


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is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 581641
Name: Bendectin (old formulation)
CAS#: 10238-21-8
Chemical Formula: C48H76Cl2N4O10
Exact Mass: 938.4939
Molecular Weight: 940.05
Elemental Analysis: C, 61.33; H, 8.15; Cl, 7.54; N, 5.96; O, 17.02


Synonym: Bendectin (old formulation); Bendectin; Debendox; Lenotan.

IUPAC/Chemical Name: succinic acid compound with 2-(diethylamino)ethyl [1,1'-bi(cyclohexane)]-1-carboxylate and (5-hydroxy-6-methylpyridine-3,4-diyl)dimethanol and N,N-dimethyl-2-(1-phenyl-1-(pyridin-2-yl)ethoxy)ethan-1-amine (1:1:1:1) dihydrochloride

InChi Key: SKNCYEAIKRVFGR-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H35NO2.C17H22N2O.C8H11NO3.C4H6O4.2ClH/c1-3-20(4-2)15-16-22-18(21)19(13-9-6-10-14-19)17-11-7-5-8-12-17;1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16;1-5-8(12)7(4-11)6(3-10)2-9-5;5-3(6)1-2-4(7)8;;/h17H,3-16H2,1-2H3;4-12H,13-14H2,1-3H3;2,10-12H,3-4H2,1H3;1-2H2,(H,5,6)(H,7,8);2*1H

SMILES Code: CCN(CC)CCOC(=O)C1(CCCCC1)C2CCCCC2.Cc1c(c(c(cn1)CO)CO)O.CC(c1ccccc1)(c2ccccn2)OCCN(C)C.C(CC(=O)O)C(=O)O.Cl.Cl


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

1: Dyer O. Flawed invisible trial underpins US morning sickness drug, researchers say. BMJ. 2017 Jan 9;356:j132. doi: 10.1136/bmj.j132. PubMed PMID: 28069575.

2: Zhang R, Persaud N. 8-Way Randomized Controlled Trial of Doxylamine, Pyridoxine and Dicyclomine for Nausea and Vomiting during Pregnancy: Restoration of Unpublished Information. PLoS One. 2017 Jan 4;12(1):e0167609. doi: 10.1371/journal.pone.0167609. eCollection 2017. PubMed PMID: 28052111; PubMed Central PMCID: PMC5215753.

3: Koren G, Clark S, Hankins GD, Caritis SN, Umans JG, Miodovnik M, Mattison DR, Matok I. Demonstration of early efficacy results of the delayed-release combination of doxylamine-pyridoxine for the treatment of nausea and vomiting of pregnancy. BMC Pregnancy Childbirth. 2016 Nov 24;16(1):371. PubMed PMID: 27881103; PubMed Central PMCID: PMC5122025.

4: Koren G, Hankins GD, Clark S, Caritis SN, Miodovnik M, Umans JG, Mattison DR. Effectiveness of doxylamine-pyridoxine for morning sickness. Am J Obstet Gynecol. 2016 May;214(5):664-6. doi: 10.1016/j.ajog.2016.01.186. Epub 2016 Feb 1. PubMed PMID: 26844757.

5: Koren G, Clark S, Hankins GD, Caritis SN, Umans JG, Miodovnik M, Mattison DR, Matok I. Maternal safety of the delayed-release doxylamine and pyridoxine combination for nausea and vomiting of pregnancy; a randomized placebo controlled trial. BMC Pregnancy Childbirth. 2015 Mar 18;15:59. doi: 10.1186/s12884-015-0488-1. PubMed PMID: 25884778; PubMed Central PMCID: PMC4391332.

6: Pope E, Maltepe C, Koren G. Comparing pyridoxine and doxylamine succinate-pyridoxine HCl for nausea and vomiting of pregnancy: A matched, controlled cohort study. J Clin Pharmacol. 2015 Jul;55(7):809-14. doi: 10.1002/jcph.480. Epub 2015 Mar 27. PubMed PMID: 25663469.

7: Gilboa SM, Ailes EC, Rai RP, Anderson JA, Honein MA. Antihistamines and birth defects: a systematic review of the literature. Expert Opin Drug Saf. 2014 Dec;13(12):1667-98. doi: 10.1517/14740338.2014.970164. Epub 2014 Oct 11. Review. PubMed PMID: 25307228; PubMed Central PMCID: PMC4474179.

8: Koren G. Treating morning sickness in the United States--changes in prescribing are needed. Am J Obstet Gynecol. 2014 Dec;211(6):602-6. doi: 10.1016/j.ajog.2014.08.017. Epub 2014 Aug 20. PubMed PMID: 25151184.

9: Matok I, Clark S, Caritis S, Miodovnik M, Umans JG, Hankins G, Mattison DR, Koren G. Studying the antiemetic effect of vitamin B6 for morning sickness: pyridoxine and pyridoxal are prodrugs. J Clin Pharmacol. 2014 Dec;54(12):1429-33. doi: 10.1002/jcph.369. Epub 2014 Aug 7. PubMed PMID: 25052410.

10: Persaud N, Chin J, Walker M. Should doxylamine-pyridoxine be used for nausea and vomiting of pregnancy? J Obstet Gynaecol Can. 2014 Apr;36(4):343-348. doi: 10.1016/S1701-2163(15)30611-3. PubMed PMID: 24798673.

11: Nuangchamnong N, Niebyl J. Doxylamine succinate-pyridoxine hydrochloride (Diclegis) for the management of nausea and vomiting in pregnancy: an overview. Int J Womens Health. 2014 Apr 12;6:401-9. doi: 10.2147/IJWH.S46653. eCollection 2014. Review. PubMed PMID: 24748822; PubMed Central PMCID: PMC3990370.

12: Slaughter SR, Hearns-Stokes R, van der Vlugt T, Joffe HV. FDA approval of doxylamine-pyridoxine therapy for use in pregnancy. N Engl J Med. 2014 Mar 20;370(12):1081-3. doi: 10.1056/NEJMp1316042. PubMed PMID: 24645939.

13: Madjunkova S, Maltepe C, Koren G. The delayed-release combination of doxylamine and pyridoxine (Diclegis®/Diclectin ®) for the treatment of nausea and vomiting of pregnancy. Paediatr Drugs. 2014 Jun;16(3):199-211. doi: 10.1007/s40272-014-0065-5. Review. PubMed PMID: 24574047; PubMed Central PMCID: PMC4030125.

14: Fantasia HC. A new pharmacologic treatment for nausea and vomiting of pregnancy. Nurs Womens Health. 2014 Feb-Mar;18(1):73-7. doi: 10.1111/1751-486X.12096. Review. PubMed PMID: 24548499.

15: Hansen KA. Diclegis: return of a medication. S D Med. 2013 Dec;66(12):495. PubMed PMID: 24527546.

16: Niebyl JR, Briggs GG. The pharmacologic management of nausea and vomiting of pregnancy. J Fam Pract. 2014 Feb;63(2 Suppl):S31-7. Review. PubMed PMID: 24527483.

17: Howland RH. Concern for truth: driving defensively when confronting a zombie epidemic. J Psychosoc Nurs Ment Health Serv. 2013 Nov;51(11):9-12. doi: 10.3928/02793695-20131010-02. Epub 2013 Nov 5. PubMed PMID: 24124694.

18: Koren G, Vranderick M, Gill SK, Macleod S. Sex differences in the pharmacokinetics and bioequivalence of the delayed-release combination of doxylamine succinate-pyridoxine hydrochloride; implications for pharmacotherapy in pregnancy. J Clin Pharmacol. 2013 Dec;53(12):1268-76. doi: 10.1002/jcph.184. Epub 2013 Oct 10. PubMed PMID: 24123059.

19: Matok I, Umans J, Feghali MN, Clark S, Caritis S, Miodovnik M, Hankins G, Mattison DR, Nordeng H, Koren G. Characteristics of women with nausea and vomiting of pregnancy who chose to continue compassionate use of placebo after a randomised trial. J Obstet Gynaecol. 2013 Aug;33(6):557-60. doi: 10.3109/01443615.2013.774327. PubMed PMID: 23919849.

20: Diclegis for nausea and vomiting of pregnancy. Med Lett Drugs Ther. 2013 Aug 5;55(1422):61-2. PubMed PMID: 23917384.