2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid

Basic Information

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CAS Number

7303-50-6

Molecular Formula

C10H11N3O2

Molecular Weight

205.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

White to Yellow Solid

Melting Point

259°C

Boiling Point

466.1°C at 760 mmHg

Density

1.434

Flash Point

235.7°C

Refractive Index

1.709

SMILES

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C1=CC2=C(NC=C2CC(C(=O)O)N)N=C1

InChI

InChI=1S/C10H11N3O2/c11-8(10(14)15)4-6-5-13-9-7(6)2-1-3-12-9/h1-3,5,8H,4,11H2,(H,12,13)(H,14,15)

InChIKey

SNLOIIPRZGMRAB-UHFFFAOYSA-N

LogP

0.5172999999999999

Topological Polar Surface Area

92.00000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 5

Complexity

247

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

1H-Pyrrolo[2,3-b]pyridine-3-propanoicacid, a-amino-
DL-7-Azatryptophan Monohydrate
1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid, α-amino-
7-AZATRYPTOPHAN
DL-7-Azatryptophan
2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid
Azatryptophan
7-Aza-DL-tryptophan
7-aza-Tryptophan
2-amino-3-{1H-pyrrolo[2,3-b]pyridin-3-yl}propanoic acid
d,l-7-azatryptophan
2-amino-3-(7H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid
SNLOIIPRZGMRAB-UHFFFAOYSA-N
alpha-Amino-1H-pyrrolo(2,3-b)pyridine-3-propionic acid
ST057517
2-amino-3-pyrrolo[2,3-b]pyridin-3-ylpropanoic acid
1H-Pyrrolo(2,3-b)pyridine-3-propanoic acid, alpha-amino-
1H-Pyr
2-Amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-propionic acid
SCHEMBL1520374
AB01674
26NJJ3M0J5
SB14313
DL-7-Azatryptophan hydrate
1H-Pyrrolo(2,3-b)pyridine-3-propionic acid, alpha-amino-
SR-01000883737-1
NSC-19495
AKOS005747045
1137-00-4
SY031954
2-amino-3-(7H-pyrrolo[2,3-b]pyridin-3-yl)propanoicacid

MDL Number

MFCD00037930

FAQ

What are the physical and chemical properties of 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid (CAS: 7303-50-6)?

2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid is a white crystalline solid with a molecular weight of approximately 249.23 g/mol. It has a pKa of around 4.0 and is moderately soluble in water. The compound shows good reactivity in acid or base catalysis, making it suitable for various chemical reactions. It is also stable under normal laboratory conditions but requires protection from strong bases and oxidizing agents.

How is 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid (CAS: 7303-50-6) typically synthesized?

2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid can be synthesized using a multi-step process involving the condensation of 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl chloride with an amino alcohol. The reaction is typically performed under mild conditions, and the product is isolated through crystallization. The synthesis usually yields a purity of over 95%, with good selectivity and yield.

What industries use 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid (CAS: 7303-50-6)?

2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid finds applications in the pharmaceutical industry, where it is used as an intermediate in the synthesis of anti-inflammatory and antiviral drugs. It is also utilized in the polymer industry as a monomer for the production of advanced materials. Additionally, it has potential uses in sensor technology and semiconductor processing due to its unique chemical properties.

What precautions should be taken when handling 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid (CAS: 7303-50-6)?

When handling 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to prevent inhalation exposure. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. For further safety information, consult the material safety data sheet (MSDS) for detailed procedures.