Synonym
Bietaserpine; Bietaserpinum; Bietasperine; DL 152
IUPAC/Chemical Name
Methyl 1-(2-(diethylamino)ethyl)-18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate, 3,4,5-trimethoxybenzoate (ester)
InChi Key
WFTSRDISOMSAQC-ZNFOTRSXSA-N
InChi Code
InChI=1S/C39H53N3O9/c1-9-40(10-2)15-16-42-29-20-25(45-3)11-12-26(29)27-13-14-41-22-24-19-33(37(49-7)34(39(44)50-8)28(24)21-30(41)35(27)42)51-38(43)23-17-31(46-4)36(48-6)32(18-23)47-5/h11-12,17-18,20,24,28,30,33-34,37H,9-10,13-16,19,21-22H2,1-8H3/t24-,28+,30-,33-,34+,37+/m1/s1
SMILES Code
[H][C@@]12C(N(CCN(CC)CC)C3=C4C=CC(OC)=C3)=C4CCN1C[C@]5(C[C@@H](OC(C6=CC(OC)=C(OC)C(OC)=C6)=O)[C@H](OC)[C@@H](C(OC)=O)[C@]5(C2)[H])[H]
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
707.87
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: Lehnert S. Factors influencing the toxicity of diethylaminoethylreserpine to tumor cells: studies with four transplantable tumors. Oncology. 1987;44(6):386-91. PubMed PMID: 3684180.
2: Pous Miralles G, García-Domenech R, Mañes Vinuesa J, Marí Buigues J. Spectrophotometric determination of dihydralazine in pharmaceuticals after derivatization with 2-hydroxy-1-naphthaldehyde. J Pharm Biomed Anal. 1993 Aug;11(8):647-50. PubMed PMID: 8257729.
3: Lehnert S, Fisher G, Methot G. Radioprotection of normal and malignant tissue in the mouse by diethylaminoreserpine. Int J Radiat Biol Relat Stud Phys Chem Med. 1981 Jul;40(1):63-73. PubMed PMID: 6973553.
4: Lehnert S. Interaction of diethylaminoreserpine with cells of a transplantable tumour in vivo. Br J Cancer. 1984 Dec;50(6):847-51. PubMed PMID: 6498082; PubMed Central PMCID: PMC1976995.
5: Lehnert S. Toxicity of diethylaminoreserpine to a transplantable tumor: the significance of the presence of hypoxic cells. Cancer Res. 1982 Aug;42(8):3028-32. PubMed PMID: 7093951.
6: Lehnert S. Toxicity to tumour cells of diethylaminoreserpine. Br J Cancer Suppl. 1980 Apr;4:222-5. PubMed PMID: 6932928; PubMed Central PMCID: PMC2149265.
7: Lehnert S. Toxicity of diethylaminoreserpine to tumor cells: effects of drug alone and in combination with radiation. Int J Radiat Oncol Biol Phys. 1982 Mar-Apr;8(3-4):505-9. PubMed PMID: 7107375.
8: QUEVAUVILLER A, BLANPIN O, COIGNARD D, LHUILLIER C. [PHARMACODYNAMIC RESEARCH ON N-DIETHYLAMINOETHYL-RESERPINE ACID BITARTRATE (DL-152)]. Therapie. 1963 Nov-Dec;18:1429-37. French. PubMed PMID: 14117538.
9: Murakami M, Sekimoto H, Nakat I, Iwaki N, Nakai T. [Comparative test of antihypertensive effects of N-diethylaminoethyl reserpine (bietaserpine) and other similar drugs]. Saishin Igaku. 1971 Jan;26(1):145-53. Japanese. PubMed PMID: 5539259.
10: BERTHAUX P, NEUMAN M. [PHARMACOLOGICAL AND CLINICAL STUDY OF A NEW RESERPINE HYPOTENSIVE AGENTS N-DIETHYLAMINOETHYL RESERPINE (DL 152 OR BIETASERPINE)]. Arzneimittelforschung. 1964 Sep;14:1040-5. French. PubMed PMID: 14344158.
11: Berthaux P, Bourdarias H. [Treatment of arterial hypertension with a new reserpine derivative: bietaserpine]. Presse Med. 1967 May 20;75(24):1251-2. French. PubMed PMID: 6024179.
12: Marriq J. [Clinical trials of a new reserpine derivative: bietaserpine]. Mars Med. 1967;104(10):883-6. French. PubMed PMID: 5623932.
13: Ueda M, Doteuchi M, Matsuda S, Kawakami M, Tanaka H. [Depressor effect of N-diethylaminoethyl-reserpine (bietaserpine)]. Nihon Yakurigaku Zasshi. 1970;66(2):248-60. Japanese. PubMed PMID: 5464146.
14: Lafille C. [Comparison of the sedative effects of reserpine, syrosingopine and bietaserpine on the behavior of mice]. C R Seances Soc Biol Fil. 1967;161(12):2461-5. French. PubMed PMID: 4387158.