Synonym
Erythrityl Tetranitrate; ETN; CHEBI:60072; Eritrityli tetranitras; Tetranitrate d'eritrityle; Tetranitrato de eritritilo; Cardilate; Tetranitrate, Erythrityl;
IUPAC/Chemical Name
[(2R,3S)-1,3,4-trinitrooxybutan-2-yl] nitrate
InChi Key
SNFOERUNNSHUGP-ZXZARUISSA-N
InChi Code
InChI=1S/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+
SMILES Code
C([C@H]([C@H](CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[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, not in water
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
302.11
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: Nakamura Y, Haffty BG, Long RA, Hull HJ, Starbuck RR, Spodick DH. Erythrityl
tetranitrate compared with isosorbide dinitrate. Effects on systolic time
intervals and nitrate modification of effects of food. Pharmacotherapy. 1983
Jul-Aug;3(4):230-4. PubMed PMID: 6351027.
2: Tomov I, Kaloianova A, Terzieva L, Elenkova A, Nikolov G. [Vasodilator
treatment of chronic heart failure: a chronic double-blind trial with prazosin
and erythrityl tetranitrate]. Vutr Boles. 1981;20(6):72-8. Bulgarian. PubMed
PMID: 7039130.
3: Johnsson G, Henning M, Ablad B. Rate of onset of vasodilator effect of
glyceryl trinitrate, propatylnitrate and erythrityl tetranitrate in man. Scand J
Clin Lab Invest. 1965;17(6):600-6. PubMed PMID: 4955334.
4: Erythrityl tetranitrate; drug efficacy study implementation; revocation of
exemption; opportunity for a hearing--FDA. Notice. Fed Regist. 1998 Jun
23;63(120):34188-90. PubMed PMID: 10180293.
5: Olsen CS, Scroggins HS. High-performance liquid chromatographic determination
of the nitrate esters isosorbide dinitrate, pentaerythritol tetranitrate, and
erythrityl tetranitrate in various tablet forms. J Pharm Sci. 1984
Sep;73(9):1303-4. PubMed PMID: 6491957.
6: Tomov I, Kaloianova A, Terzieva L, Nikolov G, Elenkova A. [Treatment of
chronic congestive failure with vasodilators (acute trial with prazosin and
erythrityl tetranitrate)]. Vutr Boles. 1982;21(6):45-50. Russian. PubMed PMID:
6761964.
7: Hannemann RE, Erb RJ, Stoltman WP, Bronson EC, Williams EJ, Long RA, Hull JH,
Starbuck RR. Digital plethysmography for assessing erythrityl tetranitrate
bioavailability. Clin Pharmacol Ther. 1981 Jan;29(1):35-9. PubMed PMID: 7006882.
8: de la Paz LA, Kerigan AT, Koch GG, Kolman WA, Spodick DH. Erythrityl
tetranitrate: sustained effects on systolic time intervals. changes consistent
with sustained preload reduction. Am J Med Sci. 1979 Mar-Apr;277(2):173-7. PubMed
PMID: 380340.
9: Pauchant M, Bourbillon JP, N'guyen. [Therapeutic effects of erythrityl
tetranitrate on angina pectoris]. Lille Med. 1975 Jan;20(1):53-7. French. PubMed
PMID: 1134173.
10: Dagenais GR, Pitt B, Ross RS. Exercise tolerance in patients with angina
pectoris. Daily variation and effects of erythrityl tetranitrate, propranolol and
alprenolol. Am J Cardiol. 1971 Jul;28(1):10-6. PubMed PMID: 4397511.
11: BELLET S, MULLER OF, HERRING AB, LAVAN DW. Effect of erythrityl tetranitrate
on the electrocardiogram as recorded during exercise by radioelectrocardiography.
Am J Cardiol. 1963 May;11:600-8. PubMed PMID: 13970485.
