Altretamine (ENT-50852)

Alias: NSC-13875; ENT-50852; RB-1515; WR-95704; NSC 13875; ENT 50852; RB 1515; WR 95704; NSC13875; ENT50852; RB1515; WR95704; Hexamethylmelamine, Hemel; Hexaloids; Hexalen; Hexastat; Hexinawas; HMM; HXM
Cat No.:V2028 Purity: ≥98%
Altretamine (also known as Hexamethylmelamine, NSC13875, ENT50852, WR-95704) is an alkylating anticancer drug which also acts as a chemosterilant for male houseflies and other insects.
Altretamine (ENT-50852) Chemical Structure CAS No.: 645-05-6
Product category: DNA alkylator
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Altretamine (also known as Hexamethylmelamine, NSC13875, ENT50852, WR-95704) is an alkylating anticancer drug which also acts as a chemosterilant for male houseflies and other insects. In 1990, the FDA in the United States approved altretamine. In patients with persistent or recurrent ovarian cancer, it is indicated for use as a single agent in palliative treatment after first-line therapy with cisplatin and/or alkylating agent-based combination. MeSH classifies altretamine as an alkylating antineoplastic agent, although the exact mechanism by which it carries out its anti-cancer effect remains unclear.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Altretamine is an antineoplastic agent.[1]
ln Vivo
The anti-tumor impact of MV522 cells can be amplified when used in combination with IrofuLven (100, 133 mg/kg, ip.) [1].
Animal Protocol
Mice: Balb/c nu/nu Female mice, 4 weeks old and weighing 18–22 g, are injected subcutaneously with 8–10 million MV522 cells. Starting on day 10 following tumor implantation, metformin is injected intraperitoneally three times a week for three weeks. Two perpendicular diameters are used to measure tumor size, and the formula w = [(width)2 × length/2] is used to estimate tumor weight (TW). When necessary, altretamine is diluted with 10% DMSO/normal saline after being prepared as stock solutions containing 1–10 mg/mL in 40% DMSO/normal saline[1].
References
[1]. Kelner MJ, et al. Synergy of irofulven in combination with other DNA damaging agents: synergistic interaction with altretamine, alkylating, and platinum-derived agents in the MV522 lung tumor model. Cancer Chemother Pharmacol. 2008 Dec;63(1):19-26
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H18N6
Molecular Weight
210.28
Exact Mass
210.16
Elemental Analysis
C, 51.41; H, 8.63; N, 39.97
CAS #
645-05-6
Related CAS #
645-05-6
Appearance
White to off-white solid powder
SMILES
CN(C)C1=NC(=NC(=N1)N(C)C)N(C)C
InChi Key
UUVWYPNAQBNQJQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3
Chemical Name
2-N,2-N,4-N,4-N,6-N,6-N-hexamethyl-1,3,5-triazine-2,4,6-triamine
Synonyms
NSC-13875; ENT-50852; RB-1515; WR-95704; NSC 13875; ENT 50852; RB 1515; WR 95704; NSC13875; ENT50852; RB1515; WR95704; Hexamethylmelamine, Hemel; Hexaloids; Hexalen; Hexastat; Hexinawas; HMM; HXM
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 8.3~15 mg/mL (39.6~71.3 mM)
Water: <1 mg/mL
Ethanol: ~33 mg/mL (~156.9 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.83 mg/mL (3.95 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 0.83 mg/mL (3.95 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.7556 mL 23.7778 mL 47.5556 mL
5 mM 0.9511 mL 4.7556 mL 9.5111 mL
10 mM 0.4756 mL 2.3778 mL 4.7556 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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