Synonym
Distigmine; Distigmine ion; Distigmine cation
IUPAC/Chemical Name
Pyridinium, 3,3'-(1,6-hexanediylbis((methylimino)carbonyloxy))bis(1-methyl-
InChi Key
AHZBEVXBKNYXPU-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H32N4O4/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20/h9-14,17-18H,5-8,15-16H2,1-4H3/q+2
SMILES Code
O=C(OC1=C[N+](C)=CC=C1)N(CCCCCCN(C(OC2=C[N+](C)=CC=C2)=O)C)C
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
416.52
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 |
1: Obara K, Tanaka Y. Effects of Distigmine on the Mechanical Activity of Urinary Bladder Smooth Muscle. Biol Pharm Bull. 2019;42(7):1064-1068. doi: 10.1248/bpb.b19-00201. PMID: 31257280.
2: Obara K, Tanaka Y. Sustainable Effects of Distigmine Bromide on Urinary Bladder Contractile Function. Pharmacology. 2020;105(3-4):135-144. doi: 10.1159/000503453. Epub 2019 Oct 15. PMID: 31614352.
3: Obara K, Chino D, Tanaka Y. Distigmine Bromide Produces Sustained Potentiation of Guinea-Pig Urinary Bladder Motility by Inhibiting Cholinesterase Activity. Biol Pharm Bull. 2017;40(6):807-814. doi: 10.1248/bpb.b16-00901. PMID: 28566624.
4: Mitsuboshi S, Nagai K, Okajima H. Effect of Patient Age, Dose, and Chronic Kidney Disease on the Risk of Adverse Reactions to Distigmine. Biol Pharm Bull. 2020;43(8):1275-1278. doi: 10.1248/bpb.b20-00216. PMID: 32741950.
5: Obara K, Chino D, Tanaka Y. Long-Lasting Inhibitory Effects of Distigmine on Recombinant Human Acetylcholinesterase Activity. Biol Pharm Bull. 2017;40(10):1739-1746. doi: 10.1248/bpb.b17-00351. PMID: 28966245.
6: Obara K, Kobayashi Y, Chino D, Tanaka Y. Effect of distigmine on the contractile response of guinea pig urinary bladder to electrical field stimulation. Eur J Pharmacol. 2017 Aug 15;809:209-214. doi: 10.1016/j.ejphar.2017.05.031. Epub 2017 May 13. PMID: 28511871.
7: Obara K, Ogawa T, Chino D, Tanaka Y. The Long-Lasting Enhancing Effect of Distigmine on Acetylcholine-Induced Contraction of Guinea Pig Detrusor Smooth Muscle Correlates with Its Anticholinesterase Activity. Biol Pharm Bull. 2017;40(7):1092-1100. doi: 10.1248/bpb.b17-00175. PMID: 28674252.
8: Tada M, Fujita N, Umeda M, Koike H, Nagai H. [A case of acute distigmine bromide intoxication in the therapeutic dosage for treatment of underactive neurogenic bladder]. No To Shinkei. 2004 May;56(5):415-9. Japanese. PMID: 15279199.
9: Sedogawa H, Matsuo M. Opposite changes in blood pressure and pulse rate in two patients with distigmine and rivastigmine intoxication. JA Clin Rep. 2020 Feb 29;6(1):17. doi: 10.1186/s40981-020-00323-w. PMID: 32114637; PMCID: PMC7049296.
10: Obara K, Kobayashi Y, Chino D, Tanaka Y. Effects of Distigmine on Electrical Field Stimulation-Induced Contraction of Mouse Urinary Bladder Smooth Muscles. Pharmacology. 2017;99(3-4):106-113. doi: 10.1159/000452222. Epub 2016 Nov 1. PMID: 27798943.
