Synonym
Methyl reserpate; NSC 81464; NSC-81464; NSC81464.
IUPAC/Chemical Name
methyl (1R,15S,17R,18R,19S,20S)-17-hydroxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
InChi Key
MDJQWFFIUHUJSB-UQVJXISSSA-N
InChi Code
InChI=1S/C23H30N2O5/c1-28-13-4-5-14-15-6-7-25-11-12-8-19(26)22(29-2)20(23(27)30-3)16(12)10-18(25)21(15)24-17(14)9-13/h4-5,9,12,16,18-20,22,24,26H,6-8,10-11H2,1-3H3/t12-,16+,18-,19-,20+,22+/m1/s1
SMILES Code
CO[C@H]1[C@H](O)C[C@@H]2CN3CCC4=C(NC5=C4C=CC(OC)=C5)[C@H]3C[C@@H]2[C@@H]1C(OC)=O
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
>2 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
414.50
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: Sievert MK, Hajipour AR, Ruoho AE. Specific derivatization of the vesicle monoamine transporter with novel carrier-free radioiodinated reserpine and tetrabenazine photoaffinity labels. Anal Biochem. 2007 Aug 1;367(1):68-78. Epub 2007 May 3. PubMed PMID: 17559790; PubMed Central PMCID: PMC2953796.
2: Mundorf ML, Troyer KP, Hochstetler SE, Near JA, Wightman RM. Vesicular Ca(2+) participates in the catalysis of exocytosis. J Biol Chem. 2000 Mar 31;275(13):9136-42. PubMed PMID: 10734047.
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4: GALA RR, REECE RP. Effect of a reserpine analogue, methyl-18-epi-o-methyl-reserpate hydrochloride, on lactogen release from rat anterior pituitary. Endocrinology. 1963 Apr;72:649-57. PubMed PMID: 13946186.
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6: SHARMAN DF, VANOV S, VOGT M. Noradrenaline content in the heart and spleen of the mouse under normal conditions and after administration of some drugs. Br J Pharmacol Chemother. 1962 Dec;19:527-33. PubMed PMID: 13976892; PubMed Central PMCID: PMC1482226.
7: GAUNT R, RENZI AA, CHART JJ. Endocrine pharmacology of methyl reserpate derivatives. Endocrinology. 1962 Oct;71:527-35. PubMed PMID: 13946849.
8: ROBISON MM, LUCAS RA, MACPHILLAMY HB, BARRETT W, PLUMMER AJ. Rauwolfia alkaloids XXXV. Potent, fast-acting sedatives derived from methyl reserpate. Experientia. 1961 Jan 15;17:14-5. PubMed PMID: 13742357.
9: WAREMBOURG H. [Hypotensive agents and diuretics. Trial of a combination of methyl trimethylcinnamoyl reserpate and of a new sulfonamide diuretic: isobutylbenzothiodiazine (3500 S) in the treatment of arterial hypertension]. Vie Med. 1961;42(3):7-22. French. PubMed PMID: 14004992.
10: CUENCA E, COSTA E, KUNTZMAN R, BRODIE BB. The methyl ether of methyl reserpate; a prototype of reversible short-acting tranquilizing agents. Med Exp Int J Exp Med. 1961;5:20-4. PubMed PMID: 13882565.
11: GORI E, SCROLLINI F. [Dihydrochlorothiazide as sensitizer to hypotension induced by carbethoxysyringoyl methyl-reserpate and to its antagonists]. Arch Maragliano Patol Clin. 1960 Aug;16:503-24. Italian. PubMed PMID: 13707245.
12: GORI E, SCROLLINI F. [Dihydrochlorothiazide as a sensitizer of hypotension induced by carbethoxy-syringoyl-methyl-reserpate and its antagonists]. Boll Soc Ital Biol Sper. 1959 Dec 31;35:1892-7. Italian. PubMed PMID: 13851289.
