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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 6154-04-7 |
Formula : | C2H5N5 |
M.W : | 99.09 |
SMILES Code : | NC1=NN(C)N=N1 |
MDL No. : | MFCD01819831 |
InChI Key : | AZUKLCJYWVMPML-UHFFFAOYSA-N |
Pubchem ID : | 138677 |
GHS Pictogram: | ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H228-H302-H315-H319-H335 |
Precautionary Statements: | P210-P233-P240-P241-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P370+P378-P403-P403+P233-P405-P501 |
Class: | 4.1 |
UN#: | 1325 |
Packing Group: | Ⅱ |
Num. heavy atoms | 7 |
Num. arom. heavy atoms | 5 |
Fraction Csp3 | 0.5 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 23.48 |
TPSA ? Topological Polar Surface Area: Calculated from | 69.62 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 0.83 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | -0.23 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | -1.2 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | -0.89 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | -0.51 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | -0.4 |
Log S (ESOL):? ESOL: Topological method implemented from | -0.84 |
Solubility | 14.4 mg/ml ; 0.145 mol/l |
Class? Solubility class: Log S scale | Very soluble |
Log S (Ali)? Ali: Topological method implemented from | -0.77 |
Solubility | 16.7 mg/ml ; 0.168 mol/l |
Class? Solubility class: Log S scale | Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | 0.39 |
Solubility | 242.0 mg/ml ; 2.44 mol/l |
Class? Solubility class: Log S scale | Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg | High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg | No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) | No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) | No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) | No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) | No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) | No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) | No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from | -7.07 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 0.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 0.0 |
Muegge? Muegge (Bayer) filter: implemented from | 2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat | 0.55 |
PAINS? Pan Assay Interference Structures: implemented from | 0.0 alert |
Brenk? Structural Alert: implemented from | 0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from | No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) | 2.33 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25%; 51% | A solution of sodium hydroxide (20%) was added dropwise to a suspension of 5-aminotetrazole monohydrate (10.3 g; 0.1 mol) in water (30 mL), with a drop of phenolphthalein. The mixture was stirred until complete dissolution of the suspended material. Dimethyl sulfate (20 mL; 0.11 mol) was then added in small portions, keeping an alkaline medium through addition of aqueous sodium hydroxide. The final mixture was refluxed for 1 h, then cooled, and finally left in an ice bath, in the fridge, for 2 days. Colorless needles of the desired compound were filtered (6.1 g; 51% yield), m.p. 220-221 C, 1H NMR (CDCl3): delta 4.15 (3H, s), MS (EI): m/z 99 [M+]. | |
25%; 51% | With phenolphthalein; sodium hydroxide; In water; for 1h;Reflux; | General procedure: A solution of sodium hydroxide (20%) was added dropwise to a suspension of 5aminotetrazole monohydrate (120 mmol) in water (30 mL), with a drop of phenolphthalein. The mixture was stirred until complete dissolution of the suspended material. Dimethyl sulphate (110 mmol) was then added in small portions, keeping an alkaline medium through addition of aqueous sodium hydroxide. The final mixture was refluxed for 1 h, then cooled, and finally left in ice bath for 48h. Colourless needles of the desired compound were filteredand dried (51% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
18%; 50% | A 500 mL R.B. flask was fitted with a magnetic stirrer andcharged with 30 mL of distilled water and 5-aminotetrazole monohydrate(17, 10.3 g, 0.1 mol), which formed a suspension. The flaskwas fitted with a pressure equalizing addition funnel containing25 mL of 20% NaOH solution (5 g, 0.125 mol). The solution wasadded dropwise to the flask over 0.5 h. A clear solution wasobtained in the flask. Then the pressure equalizing addition funnelwas replaced by another pressure equalizing addition funnel containinga solution of methyl iodide (14.2 g, 6.22 mL, 0.1 mol) in160 mL of acetone. The methyl iodide solution was added dropwiseto the flask over an hour. Afterwords, the reaction solution wasstirred at room temperature for three days and monitored by tlcas it proceeded to completion. During this 72 h period most ofthe acetone evaporated. The reaction solution was transferred to500 mL beaker and left in the hood overnight. A white solidprecipitated (6.6 g), which was spectroscopically identified as95:5 mixture of 1methyl5aminotetrazole ( 18) and 2methyl5aminotetrazole (19). This mixture was recrystallized from an acetone-water mixture yielding pure product 18 (5 g, 0.05 mol,50% yield); m.p. 220 C. TLC (acetonitrile) Rf = 0.65. The originalmother liquor (from which the 6.6 g precipitated) was evaporated,and 150 mL chloroform was added to the remaining white solid(which contained the minor product 19 and the inorganic saltNaI). The slurry was magnetically stirred overnight in order toextract the organic material, and the solid sodium iodide was filtered off. The yellow chloroform was evaporated yielding thedesired product 19. The latter was obtained pure via recrystallizationfrom water (1.8 g, 0.018 mol, 18% yield); M.p. 105 C. TLC (acetonitrile):Rf = 0.55.18: 1H NMR (DMSO-d6): delta 6.66 (s, 2H), 3.70 (s, 3H) ppm. 13CNMR (DMSO-d6): delta 155.71, 32.03 ppm. HRMS (m/z): calcd for[C2H6N5]+ 100.06185, obsd 100.06177.19: 1H NMR (DMSO-d6): delta 5.96 (s, 2H), 4.07(s, 3H) ppm. 13CNMR (DMSO-d6): delta 167.05, 38.68 ppm. HRMS (m/z): calcd for[C2H6N5]+ 100.06181, obsd 100.06177. | |
With caesium carbonate; In acetonitrile; for 7h;Heating / reflux; | A mixture of 5-aminotetrazole (24.4 g, 0.29 mol), methyliodide (48.8 g, 0.34 mol), and Cs2CO3 (112.0 g, 0.34 mol) in acetonitrile (700 mL) is stirred and refluxed for 7 hours. The mixture is cooled to 50 0C and filtrated. The resulting filtrate is concentrated to give a mixture of 5-amino-2-methyltetrazole and 5-amino-1-methyltetrazole. | |
With caesium carbonate; In acetonitrile; for 7h;Heating / reflux; | A mixture of 5-aminotetrazole (24.4 g, 0.29 mol), methyliodide (48.8 g, 0.34 mol), and Cs2CO3 (112.0 g, 0.34 mol) in acetonitrile (700 mL) is stirred and refluxed for 7 hours. The mixture is cooled to 50 0C and filtrated. The resulting filtrate is concentrated to give the mixture of 5-amino-2-methyltetrazole and 5-amino-1-methyltetrazole. |
With caesium carbonate; In acetonitrile; for 7h;Heating / reflux; | A mixture of 5-aminotetrazole (24.4 g, 0.29 mol), methyliodide (48.8 g, 0.34 mol), and Cs2CO3 (112.0 g, 0.34 mol) in acetonitrile (700 mL) is stirred and refluxed for 7 hours. The mixture is cooled to 50 0C and filtrated. The resulting filtrate is concentrated to give the mixture of 5-amino-2-methyltetrazole and 5-amino-1-methyltetrazole. |
Tags: 6154-04-7 synthesis path| 6154-04-7 SDS| 6154-04-7 COA| 6154-04-7 purity| 6154-04-7 application| 6154-04-7 NMR| 6154-04-7 COA| 6154-04-7 structure
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H316 | Causes mild skin irritation |
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H335 | May cause respiratory irritation |
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H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
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H351 | Suspected of causing cancer |
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H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
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H373 | May cause damage to organs through prolonged or repeated exposure |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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