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2-Iodobenzenamine

Alias: NSC-34544 NSC34544NSC 345442-Iodobenzenamine
Cat No.:V9403 Purity: ≥98%
2-Iodoaniline (2-Iodophenylamine) is an aniline analogue with potential hepatotoxic and nephrotoxic activity.
2-Iodobenzenamine
2-Iodobenzenamine Chemical Structure CAS No.: 615-43-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes

Other Forms of 2-Iodobenzenamine:

  • 2-Iodoaniline-13C6 (2-Iodophenylamine-13C6)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
2-Iodoaniline (2-Iodophenylamine) is an aniline analogue with potential hepatotoxic and nephrotoxic activity.
Biological Activity I Assay Protocols (From Reference)
ln Vivo
2-iodoaniline (1.0 mM/kg, 1.25 mM/kg, 2.5 mL; intraperitoneal injection; single dose) shows possible hepatotoxicity and nephrotoxicity in male Fischer 344 rats [1].
In male Fischer 344 rats, intraperitoneal injection of 2-Iodobenzenamine hydrochloride salt at doses of 1.0 or 1.25 mmol/kg induced the following effects within 24 hours [1]:

- Urine output was significantly decreased compared to pair-fed controls. At 1.0 mmol/kg, urine output on day 1 was 4 ± 1 mL/24 h (control: 12 ± 2 mL/24 h, p < 0.05); at 1.25 mmol/kg, urine output was 4 ± 1 mL/24 h (control: 9 ± 1 mL/24 h, p < 0.05) [1].

- Blood urea nitrogen (BUN) concentration was not significantly elevated. At 1.0 mmol/kg, BUN was 27.1 ± 8.2 mg/dL (control: 19.7 ± 2.2 mg/dL); at 1.25 mmol/kg, BUN was 25.0 ± 2.7 mg/dL (control: 18.0 ± 1.4 mg/dL). Differences were not statistically significant [1].

- Kidney weight (g/100 g body weight) was decreased at 1.0 mmol/kg: treated 0.32 ± 0.01 vs. control 0.37 ± 0.01 (p < 0.05). Absolute kidney weight was not significantly changed [1].

- Renal cortical slice accumulation of p-aminohippurate (PAH) was decreased under both basal and lactate-stimulated conditions at both doses (1.0 and 1.25 mmol/kg), as shown in Figures 1 and 2 [1].

- Renal cortical slice accumulation of tetraethylammonium (TEA) was not significantly affected by 2-Iodobenzenamine at 1.25 mmol/kg (Figure 3) [1].

- Plasma alanine aminotransferase (ALT/GPT) activity was significantly elevated at both doses (1.0 and 1.25 mmol/kg), indicating hepatotoxicity (Figure 4) [1].

- Histological examination of livers showed dose-dependent congestion, centrilobular degeneration, and the presence of reactive nuclei; these changes were localized and minor in nature [1].
Animal Protocol
Animal/Disease Models: Male Fischer 344 rat (185-260 g) [1]
Doses: 1.0 mM/kg, 1.25 mM/kg for 2.5 mL
Route of Administration: intraperitoneal (ip) injection; single dose; monitor renal function and liver 24 hrs (hrs (hours)) after treatment Functional
Experimental Results: Causes oliguria, diminished kidney weight, diminished tubular casts, and diminished accumulation of organic anions in renal cortical slices. Plasma ALT/GPT activity increases, and the morphology of the centrilobular region changes.
Male Fischer 344 rats (185–260 g) were housed in metabolism cages. 2-Iodobenzenamine was administered as a hydrochloride salt dissolved in 0.9% saline. The compound was injected intraperitoneally (i.p.) at doses of 1.0 or 1.25 mmol/kg (injection volume 2.5 mL/kg). Control animals (pair-fed) received vehicle (0.9% saline, 2.5 mL/kg i.p.). Food was withheld between 09:00–13:00 h on the day of dosing to avoid food contamination of urine. Urine was collected on ice for 24 h post-treatment. At 24 h after injection, rats were anesthetized with diethyl ether, blood was collected from the abdominal aorta, and kidneys and livers were excised for analysis [1].
Toxicity/Toxicokinetics
2-Iodobenzenamine induced acute nephrotoxicity (oliguria, decreased kidney weight, reduced PAH accumulation) and hepatotoxicity (elevated ALT/GPT, centrilobular degeneration) in male Fischer 344 rats at intraperitoneal doses of 1.0 and 1.25 mmol/kg. BUN was not significantly elevated. Unlike other 2-haloanilines (2-fluoro, 2-chloro, 2-bromo), 2-Iodobenzenamine did not increase BUN concentration. The severity of toxicity was similar among all 2-haloanilines tested, and aniline was less toxic than its 2-halo derivatives. Histological changes in the kidney were minor, including interstitial perivascular edema and tubular casts. Bladder alterations included submucosal hemorrhage and slight edema [1].
References

[1]. Acute renal and hepatic toxicity of 2-haloanilines in Fischer 344 rats. Toxicology. 1992 Nov 1;75(2):121-31.

Additional Infomation
2-Iodobenzenamine (2-iodoaniline) is a halogenated aniline derivative. The study compared the acute renal and hepatic toxicity of 2-haloanilines (2-FA, 2-CIA, 2-BrA, 2-IA) with aniline in Fischer 344 rats. The results showed that halogen substitution at the 2-position of aniline increased hepatic and renal toxicity compared to aniline itself, but the nature of the halogen (fluoro, chloro, bromo, iodo) did not markedly influence the severity of toxicity. The mechanism of toxicity is unknown but may involve cytochrome P-450-mediated metabolism, as suggested by the centrilobular pattern of liver damage [1].
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H6IN
Molecular Weight
219.03
Exact Mass
218.954
CAS #
615-43-0
Related CAS #
2-Iodoaniline-13C6;1261170-87-9
PubChem CID
11995
Appearance
White to light brown solid powder
Density
1.9±0.1 g/cm3
Boiling Point
262.0±23.0 °C at 760 mmHg
Melting Point
55-58 °C(lit.)
Flash Point
112.3±22.6 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.688
LogP
2.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Heavy Atom Count
8
Complexity
74.9
Defined Atom Stereocenter Count
0
SMILES
C1=CC=CC(=C1N)I
InChi Key
UBPDKIDWEADHPP-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6IN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
Chemical Name
2-Iodoaniline
Synonyms
NSC-34544 NSC34544NSC 345442-Iodobenzenamine
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~100 mg/mL (~456.58 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.5656 mL 22.8279 mL 45.6558 mL
5 mM 0.9131 mL 4.5656 mL 9.1312 mL
10 mM 0.4566 mL 2.2828 mL 4.5656 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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