MedKoo Cat#: 534892 | Name: Stallimycin HCl

Description:

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

Stallimycin, also known as distamycin A is an antibacterial and antitumor compound. It is able to bind to the minor groove of double-stranded B-DNA in a non intercalative manner, where it forms strong reversible complex preferentially at the nucleotide sequences consisting of 4-5 adjacent AT base pairs. The pyrrole-amide skeleton of distamycin A has been also used as DNA sequence selective vehicles for the delivery of alkylating functions to DNA targets, leading to a sharp increase of its cytotoxicity, in comparison to that, very weak, of distamycin itself.

Chemical Structure

Stallimycin HCl
Stallimycin HCl
CAS#6576-51-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 534892

Name: Stallimycin HCl

CAS#: 6576-51-8 (HCl)

Chemical Formula: C22H28ClN9O4

Exact Mass: 0.0000

Molecular Weight: 517.98

Elemental Analysis: C, 51.01; H, 5.45; Cl, 6.84; N, 24.34; O, 12.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Stallimycin hydrochloride; Stallimycin HCl; distamycin A; NSC82150; NSC-82150; NSC 82150; MEN 10399; MEN-10399; MEN10399;
IUPAC/Chemical Name
N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-carboxamide;hydrochloride
InChi Key
SFYSJFJQEGCACQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H27N9O4.ClH/c1-29-9-13(26-12-32)6-17(29)21(34)28-15-8-18(31(3)11-15)22(35)27-14-7-16(30(2)10-14)20(33)25-5-4-19(23)24;/h6-12H,4-5H2,1-3H3,(H3,23,24)(H,25,33)(H,26,32)(H,27,35)(H,28,34);1H
SMILES Code
O=C(C1=CC(NC=O)=CN1C)NC2=CN(C)C(C(NC3=CN(C)C(C(NCCC(N)=N)=O)=C3)=O)=C2.[H]Cl
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 517.98 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: De Fazio G, Kudamatsu M. Inhibitory effect of Distamycin-A and a pyrazino- pyrazine derivative on tomato spotted wilt virus. Antiviral Res. 1983 Aug;3(2):109-13. doi: 10.1016/0166-3542(83)90032-3. PMID: 6625560. 2: Pezzoni G, Grandi M, Biasoli G, Capolongo L, Ballinari D, Giuliani FC, Barbieri B, Pastori A, Pesenti E, Mongelli N, et al. Biological profile of FCE 24517, a novel benzoyl mustard analogue of distamycin A. Br J Cancer. 1991 Dec;64(6):1047-50. doi: 10.1038/bjc.1991.463. PMID: 1764367; PMCID: PMC1977856.