Home Cart Sign in  
Chemical Structure| 4985-46-0 Chemical Structure| 4985-46-0

Structure of L-Tyrosinamide
CAS No.: 4985-46-0

Chemical Structure| 4985-46-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Synonyms: H-Tyr-NH2

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 4985-46-0 ]

CAS No. :4985-46-0
Formula : C9H12N2O2
M.W : 180.20
SMILES Code : O=C(N)[C@@H](N)CC1=CC=C(O)C=C1
Synonyms :
H-Tyr-NH2
MDL No. :MFCD00069935
InChI Key :PQFMNVGMJJMLAE-QMMMGPOBSA-N
Pubchem ID :151243

Safety of [ 4985-46-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 4985-46-0 ] Show Less

Physicochemical Properties

Num. heavy atoms 13
Num. arom. heavy atoms 6
Fraction Csp3 0.22
Num. rotatable bonds 3
Num. H-bond acceptors 3.0
Num. H-bond donors 3.0
Molar Refractivity 48.66
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

89.34 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.94
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

-0.63
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.25
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.11
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.15
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.06

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.7
Solubility 35.6 mg/ml ; 0.198 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-0.77
Solubility 30.4 mg/ml ; 0.168 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.5
Solubility 5.63 mg/ml ; 0.0313 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

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)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.85 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.58

Application In Synthesis of [ 4985-46-0 ]

* 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.

  • Downstream synthetic route of [ 4985-46-0 ]

[ 4985-46-0 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 515-84-4 ]
  • [ 4985-46-0 ]
  • [ 116055-06-2 ]
  • 3
  • [ 4985-46-0 ]
  • <i>S</i>-Benzyl-<i>N</i>-benzyloxycarbonyl-L-cysteinylazid [ No CAS ]
  • [ 96113-36-9 ]
  • 5
  • [ 4985-46-0 ]
  • [ 541-41-3 ]
  • [ 7377-01-7 ]
  • 6
  • [ 3417-91-2 ]
  • [ 4985-46-0 ]
YieldReaction ConditionsOperation in experiment
86% With ammonium hydroxide; at 20℃; for 4h; L-tyrosine methyl ester hydrochloride (1.16 g, 5 mmol) and concentrated aqueous ammonia (40 mL) were added to a 50 ml reaction vessel and stirred for 4 h at room temperature. Rotary evaporation of ammonia, spin dry, with anhydrous ethanol (20mL × 2) with water, column chromatography (silica gel, 200-300 mesh; exhibition Preparative, ethyl acetate: methanol: aqueous ammonia = 300: 10: 15) gave L-tyrosinamide in 86% yield.
  • 7
  • [ 4985-46-0 ]
  • [ 79-04-9 ]
  • [ 7376-98-9 ]
  • 8
  • [ 4985-46-0 ]
  • [ 67-64-1 ]
  • <i>N</i>-isopropylidene-L-tyrosine amide [ No CAS ]
  • 9
  • [ 4985-46-0 ]
  • [ 407-25-0 ]
  • [ 7376-99-0 ]
  • 10
  • [ 4985-46-0 ]
  • [ 25830-77-7 ]
  • <i>N</i>-(<i>N</i>,<i>N</i>-phthaloyl-L-γ-glutamyl)-L-tyrosin-amide [ No CAS ]
  • 11
  • [ 4985-46-0 ]
  • [ 942-91-6 ]
  • [ 15985-81-6 ]
  • 12
  • [ 4985-46-0 ]
  • [ 52999-90-3 ]
  • [ 15985-84-9 ]
  • 13
  • [ 2419-54-7 ]
  • [ 4985-46-0 ]
  • [ 22839-98-1 ]
  • 14
  • [ 4985-46-0 ]
  • [ 7635-36-1 ]
  • [ 17193-61-2 ]
  • 15
  • [ 1943-83-5 ]
  • [ 4985-46-0 ]
  • (S)-2-[3-(2-Chloro-ethyl)-ureido]-3-(4-hydroxy-phenyl)-propionamide [ No CAS ]
  • 16
  • [ 1145-80-8 ]
  • [ 4985-46-0 ]
  • [ 114519-10-7 ]
  • 17
  • [ 7685-65-6 ]
  • [ 4985-46-0 ]
  • [ 95311-14-1 ]
  • 19
  • [ 4985-46-0 ]
  • [ 78330-94-6 ]
  • [ 78700-70-6 ]
  • 20
  • [ 4985-46-0 ]
  • C33H44N4O10 [ No CAS ]
  • [ 78700-70-6 ]
  • 21
  • [ 4985-46-0 ]
  • [(8S,9R,10S,11S,13S,14S,17R)-9-Fluoro-11,17-dihydroxy-17-(2-hydroxy-acetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylideneaminooxy]-acetic acid [ No CAS ]
  • C32H42FN3O8 [ No CAS ]
  • 23
  • [ 4985-46-0 ]
  • [ 3272-95-5 ]
  • [ 57851-59-9 ]
  • [ 106-48-9 ]
  • 24
  • [ 1080-06-4 ]
  • [ 4985-46-0 ]
  • 25
  • [ 4985-46-0 ]
  • [ 60-18-4 ]
  • 26
  • [ 4985-46-0 ]
  • CS2 [ No CAS ]
  • [ 76532-61-1 ]
  • 27
  • [ 4985-46-0 ]
  • CS2 [ No CAS ]
  • [ 99437-67-9 ]
YieldReaction ConditionsOperation in experiment
75% Solid GdCl3 (100.3 mg, 0.27 mmol) was added to a solution of DOTA-tyramide (110 mg, 0.18 mmol) in triethylammonium acetate (2 mL, pH=5). The mixture was stirred at room temperature for 8 hours and the product was crystallized at 4 C. in trimethylammonium acetate. The precipitate was washed with cold water to provide 101.3 mg (75% yield) of crystalline compound. LRMS (MALDI-TOF) calculated for C27H39N6O9Gd (M+H)+ 748.89, found 749.96. The resultant crystalline product was determined to be pure by HPLC.
Potassium hydroxide, 0.3 g, was added thereto, followed by the same procedures as in Example 18, and 4.2 g (dry mass) of the mixture of D- and L-p-hydroxy-phenylalanine amide was obtained (yield from separated mother liquor: 72%).
EXAMPLE 31 L-Tyrosinamide, N-acetyl-O-phosphono-L-tyrosyl-N-(3-phenylpropyl)-O-phosphono- or Ac-(O-phosphono)-L-Tyr-(O-phosphono)-L-Tyr-NH(3-phenylpropyl) STR64 The title compound was synthesised in a manner similar to that described for Example 1. The product was obtained as a colorless solid (64 mg). HPLC 96%, rt=14.5 minutes, C18, eluding with a gradient of 0% to 66% acetonitrile containing 0.1% TFA and water containing 0.1% TFA over 22 minutes. Electrospray Mass Spectrum (50/50 acetonitrile/water+0.1% ammonium hydroxide) m/z 663.3 (M-H).
With ammonia; at 20℃; General procedure: The amino acid (4 mmol) was dissolved in methanol (10 ml), the solution was cooled to 0 C and thionyl chloride (8 mmol) was added drop wise. The reaction mixture was heated to reflux, stirred for 6 h-12 h and cooled to room temperature. Solvents were evaporated under reduced pressure, and the resulting product was used in the next step without further purification (95% yield). The amino acid ester hydrochloride (4 mmol) was dissolved in ammonia solution (2 ml) and the reaction mixture was stirred at room temperature for 2-4 h. Solvents were evaporated under reduced pressure and resulting in amino acid amide 1. NMR (500 MHz, D20) delta 3.75 (d, / = 7.5 Hz, 1H) ppm. 13C NMR (125 MHz, D20) delta 169.3, 40.0 ppm. MS (ESI) [M+H]+ calcd. C2H6N20 75.0, found 75.1.

  • 30
  • <i>N</i>-benzyloxycarbonyl-L-tyrosine amide [ No CAS ]
  • [ 4985-46-0 ]
  • 31
  • [ 4985-46-0 ]
  • CS2 [ No CAS ]
  • <i>N</i>-dithiocarboxy-L-tyrosine amide; compound with triethylamine [ No CAS ]
  • 32
  • [ 68858-20-8 ]
  • [ 4985-46-0 ]
  • [ 35737-15-6 ]
  • (2R)-2-[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-nitrophenyl)propionic acid [ No CAS ]
  • H2N-4-NO2-D-Phe-c[D-Cys-Tyr-D-Trp-Lys-Val-Cys]-Tyr-NH2 [ No CAS ]
  • 33
  • [ 4985-46-0 ]
  • [ 17363-92-7 ]
  • [ 73731-37-0 ]
  • [ 35737-15-6 ]
  • AcNH-4-NO2-Phe-c[Cys-Tyr-D-Trp-Lys-Thr-Cys]-Tyr-NH2 [ No CAS ]
  • 34
  • [ 4985-46-0 ]
  • [ 63734-73-6 ]
  • (2S,3S)-3-[(S)-1-Carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-oxirane-2-carboxylic acid ethyl ester [ No CAS ]
  • 35
  • [ 4985-46-0 ]
  • [ 390811-95-7 ]
  • 1-cyclohexyl-2-furan-3-yl-1<i>H</i>-benzoimidazole-5-carboxylic acid [1-carbamoyl-2-(4-hydroxy-phenyl)-ethyl]-amide [ No CAS ]
 

Historical Records

Technical Information

Categories

Similar Product of
[ 4985-46-0 ]

Chemical Structure| 2442565-30-0

A1193497 [2442565-30-0]

(S)-2-Amino-3-(4-hydroxyphenyl)propanamide dihydrochloride

Reason: Free-salt