L-Azetidine-2-carboxylic acid

Modify Date: 2024-01-05 21:42:10

L-Azetidine-2-carboxylic acid Structure
L-Azetidine-2-carboxylic acid structure
 Common Name L-Azetidine-2-carboxylic acid
CAS Number 2133-34-8 Molecular Weight 101.104
Density 1.3±0.1 g/cm3 Boiling Point 242.0±33.0 °C at 760 mmHg
Molecular Formula C4H7NO2 Melting Point 206-207 ºC
MSDS USA Flash Point 100.1±25.4 °C

 Use of L-Azetidine-2-carboxylic acid


L-Azetidine-2-carboxylic acid is an endogenous metabolite.

 Names

Name (S)-azetidine-2-carboxylic acid
Synonym More Synonyms

 L-Azetidine-2-carboxylic acid Biological Activity

Description L-Azetidine-2-carboxylic acid is an endogenous metabolite.
Related Catalog

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 242.0±33.0 °C at 760 mmHg
Melting Point 206-207 ºC
Molecular Formula C4H7NO2
Molecular Weight 101.104
Flash Point 100.1±25.4 °C
Exact Mass 101.047676
PSA 49.33000
LogP -0.83
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.499
Water Solubility 5 g/100 mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CM4310500
CHEMICAL NAME :
Azetidine-2-carboxylic acid, L-
CAS REGISTRY NUMBER :
2133-34-8
LAST UPDATED :
199309
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C4-H7-N-O2
MOLECULAR WEIGHT :
101.12
WISWESSER LINE NOTATION :
T4MTJ BVQ -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(1),101,1982 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 8-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 14,248,1976
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
SEIJBO Senten Ijo. Congenital Anomalies. (Nippon Senten Ijo Gakkai, c/o Kinki Daigaku Igakubu Kaibagaku Kyoshitsu, 380 Nishiyama, Sayama-cho, Mirami-Kawachi-gun, Osaka-fu, Japan) V.1-26, 1960-86. For publisher information, see CGANE7. Volume(issue)/page/year: 18,19,1978
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
SEIJBO Senten Ijo. Congenital Anomalies. (Nippon Senten Ijo Gakkai, c/o Kinki Daigaku Igakubu Kaibagaku Kyoshitsu, 380 Nishiyama, Sayama-cho, Mirami-Kawachi-gun, Osaka-fu, Japan) V.1-26, 1960-86. For publisher information, see CGANE7. Volume(issue)/page/year: 16,263,1976
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
500 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 16,123,1977
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1500 mg/kg
SEX/DURATION :
female 7-9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 16,123,1977
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1200 mg/kg
SEX/DURATION :
female 12-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 169,676,1975
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
300 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 23,365,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
600 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 23,365,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
600 mg/kg
SEX/DURATION :
female 10-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 23,365,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
600 mg/kg
SEX/DURATION :
female 12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - homeostasis Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 23,365,1981

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS CM4310500
HS Code 2933990090

 Synthetic Route

(R)-4-amino-2-chlorobutyric acid structure

(R)-4-amino-2-c...

CAS#:307316-14-9

~%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: EP1415985 A1, ; Page 9 ;
BENZYL [1(1S),2S]-1-(1-PHENYLETHYL)AZETIDINE-2-CARBOXYLATE structure

BENZYL [1(1S),2...

CAS#:247051-66-7

~98%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: Couty, Francois; Evano, Gwilherm; Vargas-Sanchez, Monica; Bouzas, Gloria Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 9028 - 9031
(2S)-1-benzoylazetidine-2-carboxylic acid structure

(2S)-1-benzoyla...

CAS#:69994-45-2

~80%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: Barrett, Anthony G. M.; Dozzo, Paola; White, Andrew J. P.; Williams, David J. Tetrahedron, 2002 , vol. 58, # 36 p. 7302 - 7314
(2S)-1-[(1S)-1-Phenylethyl]-2-azetidinecarboxylic Acid structure

(2S)-1-[(1S)-1-...

CAS#:204274-33-9

~53%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: Futamura, Yasuhiko; Kurokawa, Masayuki; Obata, Rika; Nishiyama, Shigeru; Sugai, Takeshi Bioscience, Biotechnology and Biochemistry, 2005 , vol. 69, # 10 p. 1892 - 1897
dimethyl (1'S)-1-(1'-methyl)benzylazetidine-2,2-dicarboxylate structure

dimethyl (1'S)-...

CAS#:921600-20-6

~%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: Futamura, Yasuhiko; Kurokawa, Masayuki; Obata, Rika; Nishiyama, Shigeru; Sugai, Takeshi Bioscience, Biotechnology and Biochemistry, 2005 , vol. 69, # 10 p. 1892 - 1897
methyl (2S,αR)-N-α-methylbenzylazetidine-2-carboxylate structure

methyl (2S,αR)-...

CAS#:249734-39-2

~95%

L-Azetidine-2-carboxylic acid Structure

L-Azetidine-2-c...

CAS#:2133-34-8

Literature: Ma, Sang-ho; Yoon, Doo Ha; Ha, Hyun-Joon; Lee, Won Koo Tetrahedron Letters, 2007 , vol. 48, # 2 p. 269 - 271

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

Azetidine-2-carboxylate
L-Trimethyleneimine-2-carboxylic acid
(2S)-(-)-Azetidine-2-carboxylic acid
L-Azetidine-2-carboxylic Acid [Antagonist of L-Proline]
(2S)-2-Azetidinecarboxylic acid
L-Azetidine-2-carboxylic acid
(S)-Azetidine-2-carboxylic acid
(S)-(-)-2-Azetidinecarboxylic acid
EINECS 218-362-5
L-Azetidine-2-carboxylicacid
MFCD00005166
2-Azetidinecarboxylic acid, (2S)-
(2S)-Azetidine-2-carboxylic acid
Azetidyl-2-carboxylic acid
T4MTJ BVQ &&S Form
2-Azetidinecarboxylic acid, (S)- (9CI)
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