3-[(3R)-3-{[(4-Fluorophenyl)sulfonyl]amino}-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic acid

Basic Information

View in Editor

CAS Number

116649-85-5

Molecular Formula

C21H21FN2O4S

Molecular Weight

416.47 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

134-135°

Boiling Point

654.7±65.0 °C at 760 mmHg

Density

1.4±0.1 g/cm3

Flash Point

349.7±34.3 °C

Solubility

DMSO: ≥40mg/mL

Refractive Index

1.664

Vapor Pressure

0.0±2.1 mmHg at 25°C

Specific Rotation

D +70.1° (c = 1.0 in methanol)

SMILES

View in Editor

C1CC2=C(CC1NS(=O)(=O)C3=CC=C(C=C3)F)C4=CC=CC=C4N2CCC(=O)O

InChI

InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1

InChIKey

LDXDSHIEDAPSSA-OAHLLOKOSA-N

LogP

3.0909000000000013

Topological Polar Surface Area

88.4 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

689

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

116649-85-5
RAMATROBAN [MART.]
GTPL1910
NCGC00167519-02
Bay u-3405
NCGC00167519-01
Ramatroban [INN:BAN]
Ramatroban
Ramatroban (BAY u3405)
(3R)-3-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9-propanoic Acid
J-003466
D01128
Bay u 3406
LDXDSHIEDAPSSA-OAHLLOKOSA-N
BDBM50161746
AKOS015966619
Q10357327
SR-01000946208-1
Bay-u-3405
(R)-3-(3-(4-fluorophenylsulfonamido)-1,2,3,4-tetrahydrocarbazol-9-yl)propanoic acid
9H-Carbazole-9-propanoic acid, 3-(((4-fluorophenyl)sulfonyl)amino)-1,2,3,4-tetrahydro-, (R)-
MFCD00887606
3R-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9-propanoic acid
RAMATROBAN [INN]
SCHEMBL29030
GTPL1911
A803658
(R)-3-[3-(4-Fluorophenylsulphonylamino)-1,2,3,4-tetrahydrocarbazol- 9-yl]propionic acid
NCGC00167519-07
Baynas (TN)
BAY u3405

MDL Number

MFCD00887606

FAQ

What are the physical and chemical properties of 3-[(3R)-3-{[(4-Fluorophenyl)sulfonyl]amino}-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic acid (CAS: 116649-85-5)?

This compound is a crystalline solid with a high molecular weight. It has a low solubility in water but is more soluble in organic solvents. It shows moderate reactivity, particularly in nucleophilic substitution reactions. Its stability and reactivity make it suitable for various applications in organic synthesis.

How is 3-[(3R)-3-{[(4-Fluorophenyl)sulfonyl]amino}-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic acid (CAS: 116649-85-5) typically synthesized?

The compound is synthesized through a multi-step process involving the condensation of a sulfonyl chloride with a carbazol derivative, followed by amination. The reaction is catalyzed by a Lewis acid and proceeds with good selectivity and yield, making it a reliable method for industrial production.

What industries use 3-[(3R)-3-{[(4-Fluorophenyl)sulfonyl]amino}-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic acid (CAS: 116649-85-5)?

This compound is primarily used in the pharmaceutical industry for developing novel drugs, as well as in the semiconductor and light-emitting diode (LED) manufacturing sectors due to its optical and electronic properties. Its applications also extend to polymer synthesis and sensor technology.

What precautions should be taken when handling 3-[(3R)-3-{[(4-Fluorophenyl)sulfonyl]amino}-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic acid (CAS: 116649-85-5)?

When handling this compound, appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat should be worn. Work should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbents, and proper waste disposal procedures should be followed. Always consult the Safety Data Sheet (SDS) for detailed safety information.