Synonym
Sintamil; Ciba2330-Go; Ciba-2330-Go; Ciba 2330-Go
IUPAC/Chemical Name
10-(3-(Dimethylamino)propyl)-2-nitrodibenz(b,f)(1,4)oxazepin-11(10H)-one monohydrochloride
InChi Key
QQYWZPWIDBROOG-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H19N3O4.ClH/c1-19(2)10-5-11-20-15-6-3-4-7-17(15)25-16-9-8-13(21(23)24)12-14(16)18(20)22;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H
SMILES Code
O=C1N(CCCN(C)C)C2=CC=CC=C2OC3=CC=C([N+]([O-])=O)C=C13.[H]Cl
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
377.83
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: Nagarajan K, David J, Kaul CL, Maller RK, Rao RR, Grewal RS. Sintamil -a new dibenzoxazepine antidepressant. Indian J Physiol Pharmacol. 1975 Jan- Mar;19(1):39-42. PMID: 808468.
2: Chitnis MP, Satyamoorthy K, Pradhan SG, Advani SH. Modulation of sensitivity to mitoxantrone in human chronic myeloid leukemia cells by the antidepressant sintamil. Oncology. 1988;45(4):292-6. doi: 10.1159/000226625. PMID: 3164462.
3: Samet AV, Marshalkin VN, Kislyi KA, Chernysheva NB, Strelenko YA, Semenov VV. Synthetic utilization of polynitroaromatic compounds. 3. Preparation of substituted dibenz[b,f][1,4]oxazepine-11(10H)-ones from 2,4,6-trinitrobenzoic acid via nucleophilic displacement of nitro groups. J Org Chem. 2005 Nov 11;70(23):9371-6. doi: 10.1021/jo051425c. PMID: 16268610.
4: Pradhan SG, Chitnis MP, Basrur VS, Satyamoorthy K, Advani SH. Augmentation of hydroxyurea cytotoxicity by sintamil in human chronic myeloid leukemia cells. Tumori. 1986 Oct 31;72(5):507-10. PMID: 3467512.
5: David J, Grewal RS. Pharmacological properties of Sintamil, a new antidepressant agent. Indian J Exp Biol. 1974 May;12(3):225-30. PMID: 4448478.
6: Kaul CL, David J, Grewal RS. Pharmacology of Sintamil metabolites. Indian J Exp Biol. 1974 May;12(3):247-51. PMID: 4217307.
7: Kaul CL, Grewal RS. Cardiovascular effects of Sintamil & Imipramine. Indian J Exp Biol. 1974 May;12(3):243-6. PMID: 4448481.
8: Rao RR. Preclinical toxicity studies on Sintamil. Indian J Exp Biol. 1974 May;12(3):252-6. PMID: 4448482.
9: Singh G. Sintamil in the treatment of depression : a comparison of single vs. Divided dose administration. Indian J Psychiatry. 1980 Apr;22(2):195-9. PMID: 22058462; PMCID: PMC3013312.
10: Doongaji DR, Sheth A, Apte JS, Datt MR, Mundra VK. Single versus divided doses of sintamil in depression. J Postgrad Med. 1977 Jul;23(3):106-11. PMID: 351176.
