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MedKoo Cat#: 573666 | Name: Alinidine

Description:

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

Alinidine is an anti-arrythmic that reduces heart-rate without blockade of beta-adrenoceptors.. It reverses the descending staircase of isolated rat atria by an antimuscarinic action.

Chemical Structure

Alinidine
Alinidine
CAS#33178-86-8

Theoretical Analysis

MedKoo Cat#: 573666

Name: Alinidine

CAS#: 33178-86-8

Chemical Formula: C12H13Cl2N3

Exact Mass: 269.0487

Molecular Weight: 270.16

Elemental Analysis: C, 53.35; H, 4.85; Cl, 26.24; N, 15.55

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Related CAS #
No Data
Synonym
Alinidine, ST 567, ST567, ST-567
IUPAC/Chemical Name
2-(N-Allyl-2,6-dichloroanilino)-2-imidazoline
InChi Key
OXTYVEUAQHPPMV-UHFFFAOYSA-N
InChi Code
1S/C12H13Cl2N3/c1-2-8-17(12-15-6-7-16-12)11-9(13)4-3-5-10(11)14/h2-5H,1,6-8H2,(H,15,16)
SMILES Code
N(c1c(cccc1Cl)Cl)(C=1NCCN1)CC=C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 270.16 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
1: Meinertz T, Kasper W, Meier R, Wiegand U, Bechtold H, Förster I, Pop T, Jähnchen E. Alinidine in angina. Clin Pharmacol Ther. 1983 Dec;34(6):770-6. doi: 10.1038/clpt.1983.248. PMID: 6641092. 2: Harron DW, Arndts D, Shanks RG. Alinidine pharmacokinetics following acute and chronic dosing. Br J Clin Pharmacol. 1982 Jun;13(6):821-7. doi: 10.1111/j.1365-2125.1982.tb01873.x. PMID: 7093113; PMCID: PMC1402022. 3: Harron DW, Shanks RG. Pharmacology, clinical pharmacology and potential therapeutic uses of the specific bradycardiac agent alinidine. Eur Heart J. 1985 Sep;6(9):722-9. doi: 10.1093/oxfordjournals.eurheartj.a061932. PMID: 2866961. 4: Harron DW, Arndts D, Finch M, Shanks RG. An assessment of the contribution of clonidine metabolised from alinidine to the cardiovascular effects of alinidine. Br J Clin Pharmacol. 1983 Oct;16(4):451-5. doi: 10.1111/j.1365-2125.1983.tb02196.x. PMID: 6626441; PMCID: PMC1428036. 5: Hageman GR, Neely BH, Urthaler F, James TN. Negative chronotropic and parasympatholytic effects of alinidine on canine sinus node and AV junction. Am J Physiol. 1985 Mar;248(3 Pt 2):H324-30. doi: 10.1152/ajpheart.1985.248.3.H324. PMID: 3976903. 6: Nicholls DP, Harron DW, Shanks RG. Cardiovascular effects of alinidine and propranolol alone and in combination with hydralazine in normal man. Br J Clin Pharmacol. 1983 Jan;15(1):21-9. doi: 10.1111/j.1365-2125.1983.tb01458.x. PMID: 6849740; PMCID: PMC1427818. 7: Dennis PD, Williams EM. Further studies of alinidine induced bradycardia in the presence of caesium. Cardiovasc Res. 1986 May;20(5):375-8. doi: 10.1093/cvr/20.5.375. PMID: 3756979. 8: Ogiwara Y, Furukawa Y, Saegusa K, Takeda M, Chiba S. Bradycardic effect of alinidine on in situ and on isolated, blood-perfused heart preparations of dogs. Arch Int Pharmacodyn Ther. 1988 Jan-Feb;291:41-54. PMID: 2835022. 9: Nakane T, Furukawa Y, Chiba S. Anti-muscarinic effect of alinidine on acetylcholine-induced vasodilation in isolated and perfused dog coronary arteries. Tohoku J Exp Med. 1991 Oct;165(2):105-13. doi: 10.1620/tjem.165.105. PMID: 1812592. 10: Weihs H, Mutschler E, Walland A. Alinidine prevents hypoperfusion-induced transmural flow redistribution in isolated paced rat hearts. Clin Exp Pharmacol Physiol. 1994 Jun;21(6):471-6. doi: 10.1111/j.1440-1681.1994.tb02543.x. PMID: 7982277. 11: Löllgen H, Just H, Wollschläger H, Kersting F. Hemodynamic actions on alinidine during exercise in patients with coronary artery disease. Z Kardiol. 1981 May;70(5):425-8. PMID: 7269729. 12: Opthof T, Duivenvoorden JJ, Vanginneken AC, Jongsma HJ, Bouman LN. Electrophysiological effects of alinidine (ST 567) on sinoatrial node fibres in the rabbit heart. Cardiovasc Res. 1986 Oct;20(10):727-39. doi: 10.1093/cvr/20.10.727. PMID: 3791339. 13: Lang U, Walland A. Alinidine reverses the descending staircase of isolated rat atria by an antimuscarinic action. Naunyn Schmiedebergs Arch Pharmacol. 1989 Apr;339(4):456-63. doi: 10.1007/BF00736061. PMID: 2525672. 14: Nicholls DP, McNeill J, O'Connor PC, Harron DW, Leahey WJ, Shanks RG. Effect of indoramin, labetalol and alinidine on sympathetic function in normal man. Br J Clin Pharmacol. 1984 Aug;18(2):215-21. doi: 10.1111/j.1365-2125.1984.tb02455.x. PMID: 6386022; PMCID: PMC1463526. 15: Meinertz T, Kasper W, Jähnchen E. Alinidine in heart patients: electrophysiologic and antianginal actions. Eur Heart J. 1987 Dec;8 Suppl L:109-14. doi: 10.1093/eurheartj/8.suppl_l.109. PMID: 3330524. 16: Uprichard AC, Chi LG, Lynch JJ, Driscoll EM, Frye JW, Lucchesi BR. Alinidine reduces the incidence of ischemic ventricular fibrillation in a conscious canine model, a protective effect antagonized by overdrive atrial pacing. J Cardiovasc Pharmacol. 1989 Sep;14(3):475-82. doi: 10.1097/00005344-198909000-00018. PMID: 2476629. 17: Haberl R, Steinbeck G. Chronotropic action of alinidine on the isolated sinus node of the rabbit heart. Eur Heart J. 1985 Sep;6(9):730-6. doi: 10.1093/oxfordjournals.eurheartj.a061933. PMID: 4076209. 18: Millar JS, Williams EM. Pacemaker selectivity: influence on rabbit atria of ionic environment and of alinidine, a possible anion antagonist. Cardiovasc Res. 1981 Jun;15(6):335-50. doi: 10.1093/cvr/15.6.335. PMID: 7296591. 19: Ferro G, Spinelli L, Duilio C, Spadafora M, Cinquegrana G, Condorelli M. Alinidine in chronic stable angina: the effect on diastolic perfusion time. Cardiology. 1990;77(4):287-94. doi: 10.1159/000174610. PMID: 2073645. 20: Ebm W, Zilcher H. Properties of alinidine. Lancet. 1981 Mar 14;1(8220 Pt 1):611. doi: 10.1016/s0140-6736(81)92057-2. PMID: 6110840.