D-Phenylalanin

D-Phenylalanine

HCID 71567CAS 673-06-3

Grundinformationen

Standard-SMILES
N[C@H](Cc1ccccc1)C(=O)O
InChIKey
COLNVLDHVKWLRT-MRVPVSSYSA-N
Summenformel
C9H11NO2
Durchschnittliche Molmasse
165,19 g/mol
Monoisotopische Masse
165,07897859

Namen und Bezeichner

Bevorzugter Name
D-Phenylalanine
IUPAC
(2R)-2-amino-3-phenylpropanoic acid
Lokaler Name
D-Phenylalanin
Englischer Name
D-Phenylalanine
Summenformel
C9H11NO2
Molmasse
165.19

Namen und Synonyme

D-phenylalanine(2R)-2-amino-3-phenylpropanoic acidSabidenD-PheAlanine, phenyl-, D-D-(+)-PhenylalanineD-alpha-Amino-beta-phenylpropionic acidNCI-C60195CCRIS 6267EINECS 211-603-5UNII-032K16VRCUNSC 25005
Weitere Namen anzeigen
PHENYLALANINEH-D-PHE-OHD-Phe-OHEndorphenylD-PhenylalaninD(+)-PHENYLALANINE(R)-2-amino-3-phenylpropanoic acid
(R)-PHENYLALANINEPHENYLALANINE, D-DTXSID4025876CHEBI:16998D-PHENYLALANINE [WHO-DD]D-.beta.-Phenyl-.alpha.-alanineNSC-25005D-phenylalanine zwitterion

Datenbank-Bezeichner

CAS
673-06-3
PubChem CID
71567
DTXSID
DTXSID4025876
ChEMBL
CHEMBL379630
ChEBI
CHEBI:16998
UNII
032K16VRCU
EC Number
211-603-5
Nikkaji
J9.200B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1,5
Polarare Oberfläche (TPSA)
63,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Solubility · 2 Einträge

Soluble (NTP, 1992)

28200

Boiling Point563 °F at 760 mmHg (Sublimes) (NTP, 1992)
Melting Point541 to 543 °F (Decomposes) (NTP, 1992)
Physical DescriptionD-phenylalanine appears as needles or prisms. (NTP, 1992)
Collision Cross Section · 1 Eintrag

136.75 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];134.07 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];138.83 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
273 · 273-276 °C(lit.)
Siedepunkt
293.03 °C · 293.03°C (rough estimate)
Dichte
1.1603 · 1.1603 (rough estimate)
Brechungsindex
34 ° · 34 ° (C=2, H2O)
storage temp.
Store at RT.
Löslichkeit
Methanol (Slightly), Water (Slightly)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 80% (12 of 15) of all reports.

Warning

H315 (13.3%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (13.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (13.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 15 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 12 of 15 reports by companies.;There are 3 notifications provided by 3 of 15 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 17-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22600

D-Phenylalanine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: This compound may cause irritation.;ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of carbon monoxide, carbon dioxide and NOx. (NTP, 1992)
Reactive GroupSalts, Acidic
Reactivity ProfileD-PHENYLALANINE may be light sensitive. This compound reacts with strong oxidizing agents, acids and bases. (NTP, 1992). It acts as a weak acid in solution.
Air and Water ReactionsWater soluble. Aqueous solutions are weakly acidic.

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it in a refrigerator. (NTP, 1992)

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.;RECOMMENDED GLOVE MATERIALS: Permeation data indicate that latex gloves may provide protection from contact with this compound. Latex over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)

Regulatorische Informationen

Regulatory Information · 2 Einträge

Status: Active Update: 17-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22600

D-Phenylalanine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29224995
RTECS-Nr.
AY7533000
risk_code
34
Toxizität
TDLo orl-hmn: 500 mg/kg/5W-I:GIT JACTDZ 1(3),124,82

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationD-Phenylalanine: ACTIVE
Anwendungen · 2 Einträge

BeschreibungD-Phenylalanine, also known as D-alpha-Amino-beta-phenylpropionic acid, is a kind of non-proteinogenic amino acid. The biological function of D-phenylalanine remains unclear. However, it has certain anti-depressant, analgesic activities and pharmacological activity at niacin receptor II. The mechanism action of its analgesic activity seems to originate from its inhibition of enkephalin degradation by the carboxypeptidase A. Enkephalins are part of your body’s natural pain relief system. When they are broken down by enkephalinase, this contributes to the sensation of pain. D-Phenylalanine is specifically thought to be beneficial for reducing feelings of chronic pain. D-phenylalanine has been used with mixed results to treat chronic pain, including pain caused by rheumatoid arthritis. The primary use of D-phenylalanine as a health supplement is the relief of discomfort.

VerwendenD-Phenylalanine, the stereoisomer of L-Phenylalanine (P319415) has been used in the synthesis of Schaeffer’s acid analogues as important structures in tuberculostatic design. They exhibit the ability to inhibit Mycobacterium tuberculosis type II dehydroquinase.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
黄冈森阳化工有限公司0713-8205211 17671088222 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: D-phenylalanine is the D-enantiomer of phenylalanine. It is a phenylalanine and a D-alpha-amino acid. It is a conjugate base of a D-phenylalaninium. It is a conjugate acid of a D-phenylalaninate. It is an enantiomer of a L-phenylalanine. It is a tautomer of a D-phenylalanine zwitterion.

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