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[ CAS No. 180976-94-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 180976-94-7

Chemical Structure| 180976-94-7

Chemical Structure| 180976-94-7

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Quality Control of [ 180976-94-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 180976-94-7 ]

SDS Specification

Alternatived Products of [ 180976-94-7 ]

Product Details of [ 180976-94-7 ]

CAS No. :	180976-94-7	MDL No. :	MFCD02682225
Formula :	C₁₃H₁₇NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DATSAXPXARPPIG-UHFFFAOYSA-N
M.W :	251.28	Pubchem ID :	15432029
Synonyms :

Calculated chemistry of [ 180976-94-7 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.38
Num. rotatable bonds :	5
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	68.61
TPSA :	75.63 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.24 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.12
Log Po/w (XLOGP3) :	2.25
Log Po/w (WLOGP) :	2.85
Log Po/w (MLOGP) :	2.24
Log Po/w (SILICOS-IT) :	1.67
Consensus Log Po/w :	2.22

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.73
Solubility :	0.466 mg/ml ; 0.00185 mol/l
Class :	Soluble
Log S (Ali) :	-3.47
Solubility :	0.0843 mg/ml ; 0.000336 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.12
Solubility :	0.193 mg/ml ; 0.000767 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.19

Safety of [ 180976-94-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 180976-94-7 ]

* 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.

Upstream synthesis route of [ 180976-94-7 ]
Downstream synthetic route of [ 180976-94-7 ]

[ 180976-94-7 ] Synthesis Path-Upstream 1~2

1
[ 24424-99-5 ]
[ 2486-70-6 ]
[ 180976-94-7 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 12, p. 3011 - 3024

2
[ 2486-70-6 ]
[ 180976-94-7 ]

Reference： [1] Patent: US5965539, 1999, A,
[2] Patent: US5834434, 1998, A,

[ 180976-94-7 ] Synthesis Path-Downstream 1~13

1
[ 24424-99-5 ]
[ 2486-70-6 ]
[ 180976-94-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

2
[ 2491-18-1 ]
[ 180976-94-7 ]
[ 180976-95-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

3
[ 180976-94-7 ]
(S)-2-(4-Amino-3-methyl-benzoylamino)-4-methylsulfanyl-butyric acid methyl ester; hydrochloride [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

4
[ 180976-94-7 ]
[ 180976-97-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

5
[ 180976-94-7 ]
(S)-2-[4-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-3-methyl-benzoylamino]-4-methylsulfanyl-butyric acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

6
[ 180976-94-7 ]
cysteinyl-4-amino-3-methylbenzoyl methionine trifluoroacetate [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

7
[ 180976-94-7 ]
cysteinyl-4-amino-3-methoxybenzoyl methionine trifluoroacetate [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 3011 - 3024

8
[ 16118-36-8 ]
[ 121-44-8 ]
[ 180976-94-7 ]
[ 180863-61-0 ]
[ 180976-95-8 ]

Yield	Reaction Conditions	Operation in experiment
2.61 g (85.7%)	With benzotriazol-1-ol; In dichloromethane;	B. N-BOC-4-amino-3-methylbenzoyl methionine methyl ester <strong>[180976-94-7]N-BOC-4-amino-3-methylbenzoic acid</strong> (2.00 g, 7.96 mmol) was reacted with methionine methyl ester hydrochloride (1.75 g, 8.76 mmol), EDCI (1.68 g, 8.76 mmol), HOBT (1.18 g, 8.76 mmol) and Et3 N (1.4 ml) in dry CH2 Cl2 (31.8 ml) according to the procedure described for N-BOC-4-aminobenzoyl methionine methyl ester in Example 1. The crude material was recrystallized from ethyl acetate and hexanes to yield 2.61 g (85.7%) of pure product. mp 163-165 C.; 1 H NMR (CDCl3) 1.54 (9H, s), 2.06-2.18 (4H, m), 2.23-2.34 (4H, m), 2.59 (2H, t, J=6.8 Hz), 3.80 (3H, s), 4.92 (1H, m), 6.45 (1H, s), 6.88 (1H, d, J=7.5 Hz), 7.63 (1H, d, J=8.6 Hz), 7.66 (1H, s), 8.05 (1H, d, J=8.6); 13 C NMR (CDCl3) 15.47, 17.61, 28.22, 30.03, 31.55, 51.93, 52.57, 81.04, 118.73, 125.62, 127.66, 129.54, 139.89, 152.34, 166.58, 172.66.

Reference： [1]Patent: US5965539,1999,A

9
[ 2486-70-6 ]
[ 180976-94-7 ]

Yield	Reaction Conditions	Operation in experiment
4.99 g (60%)		A. N-BOC-<strong>[2486-70-6]4-amino-3-methylbenzoic acid</strong> <strong>[2486-70-6]4-amino-3-methylbenzoic acid</strong> (5 g, 33.1 mmol) was reacted according to the same procedure as N-BOC-4-aminobenzoic acid. The orange-brown solid was recrystallized from ethyl acetate and hexanes to yield 4.99 g (60%) of tan prismatic crystals. mp 180-182 C.; 1 H NMR (CD3 OD) 1.51 (9H, s), 2.27 (3H, s), 7.66 (1H, d, J=8.1 Hz), 7.79-7.82 (2H, m), 8.32 (1H, s); 13 C NMR (CD3 OD) 17.98, 28.62, 81.47, 123.12, 127.05, 129.14, 130.65, 132.99, 142.45, 155.33, 168.70; anal calc for C13 H17 NO4, C: 62.15, H: 6.82, N: 5.58; found C: 62.07, H: 6.86, N: 5.46; m/ z (EI) 251; HRMS calc. for C13 H17 NO4, 251.1158; found, 251.1153.
4.99 g (60%)		N-BOC-<strong>[2486-70-6]4-amino-3-methylbenzoic acid</strong> <strong>[2486-70-6]4-amino-3-methylbenzoic acid</strong> (5 g, 33.1 mmol) was reacted according to the same procedure as N-BOC-4-aminobenzoic acid. The orange-brown solid was recrystallized from ethyl acetate and hexanes to yield 4.99 g (60%) of tan prismatic crystals. mp 180-182 C.; 1 H NMR (CD3 OD) 1.51 (9 H, s), 2.27 (3 H, s), 7.66 (1 H, d, J=8.1 Hz), 7.79-7.82 (2 H, m), 8.32 (1 H, s); 13 C NMR (CD3 OD) 17.98, 28.62, 81.47, 123.12, 127.05, 129.14, 130.65, 132.99, 142.45, 155.33, 168.70; anal calc for C13 H17 NO4, C: 62.15, H: 6.82, N: 5.58; found C: 62.07, H: 6.86, N: 5.46; m/ z (EI) 251; HRMS calc. for C13 H17 NO4, 251.1158; found, 251.1153.

Reference： [1]Patent: US5965539,1999,A
[2]Patent: US5834434,1998,A

10
[ 16118-36-8 ]
[ 121-44-8 ]
[ 180976-94-7 ]
[ 180976-95-8 ]

Yield	Reaction Conditions	Operation in experiment
2.61 g (85.7%)	With benzotriazol-1-ol; In N-(4-N-Boc-aminobenzoyl)-methionine methyl ester;	N-BOC-4-amino-3-methylbenzoyl methionine methyl ester <strong>[180976-94-7]N-BOC-4-amino-3-methylbenzoic acid</strong> (2.00 g, 7.96 mmol) was reacted with methionine methyl ester hydrochloride (1.75 g, 8.76 mmol), EDCI (1.68 g, 8.76 mmol), HOBT (1.18 g, 8.76 mmol) and Et3 N (1.4 ml) in dry CH2 C12 (31.8 ml) according to the procedure described for N-BOC-4-aminobenzoyl methionine methyl ester in Example 1. The crude material was recrystallized from ethyl acetate and hexanes to yield 2.61 g (85.7%) of pure product. mp 163-165 C.; 1 H NMR (CDCl3) 1.54 (9 H,s), 2.06-2.18 (4 H, m), 2.23-2.34 (4 H, m), 2.59 (2 H, t, J=6.8 Hz), 3.80 (3 H, s), 4.92 (1 H, m), 6.45 (1 H, s), 6.88 (1 H, d, J=7.5 Hz), 7.63 (1 H, d, J=8.6 Hz), 7.66 (1 H, s), 8.05 (1 H, d, J=8.6); 13 C NMR (CDCl3) 15.47, 17.61, 28.22, 30.03, 31.55, 51.93, 52.57, 81.04, 118.73, 125.62, 127.66, 129.54, 139.89, 152.34, 166.58, 172.66.

Reference： [1]Patent: US5834434,1998,A

11
[ 103-71-9 ]
[ 180976-94-7 ]
[ 1613027-08-9 ]

Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 723 - 728

12
20'-aminovinblastine [ No CAS ]
[ 180976-94-7 ]
C₅₄H₆₆N₆O₉ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 7591 - 7604

13
20'-aminovinblastine [ No CAS ]
[ 180976-94-7 ]
C₅₉H₇₄N₆O₁₁ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 7591 - 7604

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Ghs Precautionary Statements

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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
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Response
Code	Phrase
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P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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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