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[ CAS No. 207121-46-8 ] {[proInfo.proName]}

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Chemical Structure| 207121-46-8
Chemical Structure| 207121-46-8
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Product Details of [ 207121-46-8 ]

CAS No. :207121-46-8 MDL No. :MFCD00150051
Formula : C3H10ClNO3S Boiling Point : -
Linear Structure Formula :- InChI Key :QIJRTFXNRTXDIP-YBBRRFGFSA-N
M.W : 175.63 Pubchem ID :10176341
Synonyms :
Chemical Name :(S)-2-Amino-3-mercaptopropanoic acid hydrochloride hydrate

Calculated chemistry of [ 207121-46-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.67
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 3.0
Molar Refractivity : 38.96
TPSA : 111.35 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.9 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : -2.16
Log Po/w (WLOGP) : 0.07
Log Po/w (MLOGP) : -3.46
Log Po/w (SILICOS-IT) : -0.69
Consensus Log Po/w : -1.25

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 0.56
Solubility : 643.0 mg/ml ; 3.66 mol/l
Class : Highly soluble
Log S (Ali) : 0.35
Solubility : 395.0 mg/ml ; 2.25 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 0.59
Solubility : 682.0 mg/ml ; 3.88 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.94

Safety of [ 207121-46-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P337+P313-P305+P351+P338-P302+P352-P332+P313-P362 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 207121-46-8 ]

* 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 [ 207121-46-8 ]

[ 207121-46-8 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 207121-46-8 ]
  • [ 1493-27-2 ]
  • acetyl agent [ No CAS ]
  • (S)-2-acetylamino-3-(2-nitrophenyl)thiopropionic acid [ No CAS ]
  • 2
  • [ 64419-24-5 ]
  • [ 207121-46-8 ]
  • [ 220541-94-6 ]
YieldReaction ConditionsOperation in experiment
66% In methanol; sodium hydrogencarbonate; <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> (6.8 g, 38.7 mmol) was added to a solution of 2,4-dihydroxybenzonitrile (3.5 g, 25.9 mmol), prepared as described above, in a mixture of degassed methanol (105 ml) and 0.1 M phosphate buffer, pH 5.95 (70 ml). NaHCO3 (3.25 g, 38.7 mmol) was carefully added and the mixture was stirred at 70 C. under Argon for 54 hours. Volatile components were removed under reduced pressure and the solution was acidified with 1 N HCl to pH 2. The resulting brown precipitate was vacuum filtered and the solid was washed with water (40 ml) and ethanol (20 ml). The crude product was dissolved in saturated NaHCO3 (700 ml) and the aqueous solution washed with ethyl acetate (2*200 ml). The aqueous layer was filtered through a fine frit and acidified with 1 N HCl to pH 2. The precipitated product was vacuum filtered. The aqueous layer was extracted with ethyl acetate (4*400 ml), the combined organic extracts were dried (Na2SO4) and the solvent was removed in vacuo. The remaining solid was combined with the precipitated product and dried under high vacuum at 40 C. for 12 hours to give 4,5-dihydro-2-(2,4-dihydroxyphenyl)-thiazole-4(S)-carboxylic acid (4.08 g, 66%), mp 266-268 C. (dec) (Ind. J. Chem., Vol. 15B, Kishore et al, pages 255-257 (1977) for (L)-isomer: 261-262 C.). 1H NMR (300 MHz, DMSO-d6) delta3.61 (m, 2 H), 5.38 (dd, 1 H, J=7.2/9.4 Hz), 6.31 (d, 1 H, J=2.3 Hz), 6.38 (dd, 1 H, J=2.3/8.6 Hz), 7.25 (d, 1 H, J=8.6 Hz), 10.25 (br s, 1 H), 12.60 (br s, 1 H), 13.15 (br s, 1 H). Anal. Calc. For C10H9NO4S: C, 50.20; H, 3.79; N, 5.85. Found: C, 50.13; H, 3.82; N, 5.85.
  • 3
  • [ 250234-86-7 ]
  • [ 207121-46-8 ]
  • (3S)-8-(3-methylbutylidene)-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium acetate; In ethanol; water; Referential Example 3 In a mixture of 3.5 ml of ethanol and 1.5 ml of water are dissolved 1.0 g of 4-(3-methylbutylidene)-1-cyclohexanone, 1.1 g of <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> and 0.52 g of sodium acetate. The resulting solution is stirred at ambient temperature for 2 hours. Water is added to the reaction mixture and the deposited crystal is collected by filtration. Thus, 0.81 g of (3S)-8-(3-methylbutylidene)-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid is obtained as a colorless crystalline product. NMR (CDCl3) delta: 0.87 (6H,d,J=6.1Hz), 1.2-2.8 (11H,m),3.1-3.6 (2H,m), 4.34 (1H,t,J=7.8Hz), 5.19 (1H,t,J=7.1Hz), 6.9-7.5 (2H,bs)
  • 4
  • [ 932-35-4 ]
  • [ 207121-46-8 ]
  • 2-(3'-hydroxypyrid-2'-yl)-2-thiazoline-4-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 7 The isomeric 2-(3'-hydroxy-pyrid-2'-yl)-2-thiazoline-4-carboxylic acid is obtained by reacting 0.526 g (4.4 mmol) of 3-hydroxy-picolinic acid nitrile with 1.0 g (5.7 mmol) of <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> (FLUKA puriss.) in a manner analogous to that described in Example 6.
  • 5
  • [ 272792-00-4 ]
  • [ 207121-46-8 ]
  • [ 1254475-18-7 ]
  • 6
  • [ 136683-90-4 ]
  • [ 207121-46-8 ]
  • [ 1254475-20-1 ]
  • 7
  • [ 1254475-14-3 ]
  • [ 207121-46-8 ]
  • [ 1254475-21-2 ]
  • 8
  • [ 627531-51-5 ]
  • [ 5204-74-0 ]
  • [ 207121-46-8 ]
  • D-(-)-2-(6'-amino-2'-quinolyl)-Δ2-thiazoline-4-carboxylic acid, triethylamine salt [ No CAS ]
  • 9
  • [ 627531-51-5 ]
  • [ 207121-46-8 ]
  • [ 916660-37-2 ]
YieldReaction ConditionsOperation in experiment
6-amino-2-cyanoquinoline (100 mg, 0.59 mmol) was dissolved in 35 mL of methanol and the resultant solutionwas degassed with a gentle stream of nitrogen for 10 minutes Meanwhile, <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> (130mg, 0.74 mmol) was dissolved in 15 mL of water and the resultant solution was degassed with a gentle stream of nitrogenfor 5 minutes. The aqueous solution was then added to the organic solution and the resultant mixture was stirred undernitrogen for 4 hours. The volume of the solution was reduced under vacuum and it was then purified by semipreparativeHPLC with and acetonitrile (see general procedure: Mobile phase A: 100 mM NH4Ac, pH7).NMR (CD3CN): 8.25 ppm (d, 1H), 7.95 ppm (m, 2H), 7.46 ppm (dd, 1H), 7.06 ppm (s, 1H), 5.53 ppm (t, 1H), 3.96 ppm(m, 2H)ES+: 274.67 (M.W. 273.31)UV-Vis: 268 nm, 330 nm, and 373 nm.Extinction coefficient: 15, 320 (at 224 nm in MeOH), 13,020 (at 274 nm in MeOH)
  • 10
  • [ 1254475-12-1 ]
  • [ 207121-46-8 ]
  • [ 1254475-15-4 ]
  • 11
  • [ 1254475-13-2 ]
  • [ 207121-46-8 ]
  • [ 1254475-16-5 ]
  • 12
  • [ 5043-04-9 ]
  • [ 207121-46-8 ]
  • [ 1254475-19-8 ]
  • 13
  • [ 129667-70-5 ]
  • [ 207121-46-8 ]
  • [ 1254475-17-6 ]
  • 14
  • [ 207121-46-8 ]
  • [ 53050-52-5 ]
  • [ 1254475-22-3 ]
  • 15
  • [ 1260754-29-7 ]
  • [ 207121-46-8 ]
  • (S)-2-(5,7-difluoro-6-hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With sodium hydrogencarbonate; In methanol; dichloromethane; for 0.25h; Compound 3 (0.11 mmol) and <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> (0.16 mmol) were added to 4 mL of 1:1 CH2Cl2/methanol and stirred until dissolution was complete. A solution of 10% NaHCO3 (0.24 mL) was added to the mixture, which was stirred for 15 min. The reaction mixture was adjusted to pH 2-3 with 1N HCl and extracted with CH2Cl2 (5 × 20 mL). The combined organic phases were dried over Na2SO4 and concentrated to give the pure product as a reddish solid, yield 86%.
  • 16
  • 2-cyano-6-(2-hydroxyethylamino)benzothiazole [ No CAS ]
  • [ 207121-46-8 ]
  • D-(-)-2-[6’-(2-hydroxyethylamino)-2’-benzothiazolyl]-Δ2-thiazoline-4-carboxylic acid [ No CAS ]
  • 17
  • C25H23N5O8S3*C6H15N [ No CAS ]
  • [ 5204-74-0 ]
  • [ 207121-46-8 ]
  • C28H27N5O10S4*C6H15N [ No CAS ]
  • 18
  • C16H14N4OS [ No CAS ]
  • [ 207121-46-8 ]
  • D-(-)-2-{6’-[2-(4-aminophenoxy)ethylamino]-2’-benzothiazolyl}-Δ2-thiazoline-4-carboxylic acid [ No CAS ]
  • 19
  • [ 1436-43-7 ]
  • [ 207121-46-8 ]
  • C13H10N2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
2-cyanoquinoline (51 mg, 0.33 mmol) was dissolved in 10 mL of methanol and the resultant solution wasdegassed with a gentle stream of nitrogen for 10 minutes. Meanwhile <strong>[207121-46-8]D-cysteine hydrochloride monohydrate</strong> (90 mg,0.51 mmol) was dissolved in 5 mL of water and the pH of the resultant solution was adjusted to about 7. It was thendegassed with a gentle stream of nitrogen for 5 minutes. The aqueous solution was then added to the organic solutionand the resultant mixture was stirred under nitrogen for 4 hours. It was then purified by semipreparative HPLC (see general procedure: Mobile phase A: 0.1% TFA in water).NMR: characteristic peaks: 5.45 ppm (t, 1H), 3.68 ppm (m, 2H)ES+: 257.83 (M.W. 256.28)UV-Vis: 295 nmExtinction coefficient: 28,530 (at 242 nm in methanol)
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