Laboratorios Syntex SA (later Syntex Laboratories, Inc.) was a pharmaceutical company formed in
Mexico City
Mexico City ( es, link=no, Ciudad de México, ; abbr.: CDMX; Nahuatl: ''Altepetl Mexico'') is the capital and largest city of Mexico, and the most populous city in North America. One of the world's alpha cities, it is located in the Valley of ...
in January 1944 by
Russell Marker
Russell Earl Marker (March 12, 1902 – March 3, 1995) was an American chemist who invented the octane rating system when he was working at the Ethyl Corporation. Later in his career, he went on to found a steroid industry in Mexico when he ...
, Emeric Somlo, and Federico Lehmann to manufacture therapeutic
steroid
A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and ...
s from the Mexican yams called ''cabeza de negro'' (''
Dioscorea mexicana'') and ''Barbasco'' (''
Dioscorea composita'').
The demand for barbasco by Syntex initiated the
Mexican barbasco trade.
As the American Chemistry Society later explained: “In early 1944, the new Mexican company was chartered and named Syntex, S.A. (‘Synthesis and Mexico’). Russell Marker, shortly thereafter, left Syntex on account of his ruthless cofounder.
Luis E. Miramontes,
George Rosenkranz and
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
's successful synthesis of norethindrone (also known as
norethindrone
Norethisterone, also known as norethindrone and sold under many brand names, is a progestin medication used in birth control pills, menopausal hormone therapy, and for the treatment of gynecological disorders. The medication is available in both ...
) — which was later proven to be an effective pregnancy inhibitor — led to an infusion of capital into Syntex and the Mexican steroid pharmaceutical industry.
George Rosenkranz and
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
went on to synthesize
cortisone
Cortisone is a pregnene (21-carbon) steroid hormone. It is a naturally-occurring corticosteroid metabolite that is also used as a pharmaceutical prodrug; it is not synthesized in the adrenal glands. Cortisol is converted by the action of the ...
from
diosgenin
Diosgenin, a phytosteroid sapogenin, is the product of hydrolysis by acids, strong bases, or enzymes of saponins, extracted from the tubers of ''Dioscorea'' wild yam species, such as the Kokoro. The sugar-free (aglycone) product of such hydrolys ...
, the same phytosteroid contained in Mexican yams used to synthesize progesterone and norethindrone. The synthesis was more economical than the previous
Merck & Co. synthesis, which started with
bile acids
Bile acids are steroid acids found predominantly in the bile of mammals and other vertebrates. Diverse bile acids are synthesized in the liver. Bile acids are conjugated with taurine or glycine residues to give anions called bile salts.
Primary ...
.
In 1959, Syntex moved its operating headquarters to
Palo Alto, California
Palo Alto (; Spanish for "tall stick") is a charter city in the northwestern corner of Santa Clara County, California, United States, in the San Francisco Bay Area, named after a coastal redwood tree known as El Palo Alto.
The city was ...
, United States, and evolved into a
transnational corporation
A transnational corporation is an enterprise that is involved with the international production of goods or services, foreign investments, or income and asset management in more than one country. It sets up factories in developing countries as land ...
. Its foreign scientists had become frustrated with
bureaucratic delays on the part of the
Mexican government
The Federal government of Mexico (alternately known as the Government of the Republic or ' or ') is the national government of the United Mexican States, the central government established by its constitution to share sovereignty over the republ ...
in granting
work visas and approving necessary imports of pharmaceutical materials for their work. After 1959, Syntex was incorporated in Panama; its administration, research and marketing were conducted from Palo Alto; its manufacturing of bulk steroid intermediates remained in Mexico; and it also manufactured finished drugs at plants in Puerto Rico and the Bahamas.
Syntex agreed to be acquired by
the Roche group in May 1994. After the acquisition closed, Roche downsized Syntex's research and development facilities in the
Stanford Research Park and finally shut down what was left of Syntex in September 2008.
In 2011,
VMware
VMware, Inc. is an American cloud computing and virtualization technology company with headquarters in Palo Alto, California. VMware was the first commercially successful company to virtualize the x86 architecture.
VMware's desktop software ru ...
moved into the former Syntex campus in Palo Alto.
Prominent researchers
*
Russell Marker
Russell Earl Marker (March 12, 1902 – March 3, 1995) was an American chemist who invented the octane rating system when he was working at the Ethyl Corporation. Later in his career, he went on to found a steroid industry in Mexico when he ...
co-founded the company in 1944. In May 1945, realizing that he was being left out of the company's profits, he left the company. When Marker took his notebooks with him, production was severely hampered because he had done the synthesis himself and had coded the reagent bottles.
*
George Rosenkranz had studied at the Swiss Federal Institute of Technology and was conducting pharmaceutical research in Cuba.
[Rosenkranz had fled Nazi Germany to avoid the eventual Holocaust; while in Cuba en route to South America, the Japanese attack on Pearl Harbor stranded him there. He was able to work there for the duration of the war.] He joined Syntex in 1945 to replace Marker. He hired Djerassi in 1949.
*
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
went to work at Syntex in 1949 as the associate director of chemical research. He remained there through 1951, leaving to join the faculty of the Chemistry Department at Wayne State University (Detroit, Michigan) starting in 1952. He later returned to the company in 1957, was involved in the company's move to Palo Alto (where he had become a professor of chemistry at Stanford in 1960), and stayed around this time until 1972.
*
Alejandro Zaffaroni developed procedures for identifying and separating steroids using paper chromatography while studying at the University of Rochester, and joined Syntex as a research biochemist in 1951. He became vice-president in 1956, and was appointed president of Syntex's U.S. subsidiary in Palo Alto, California in 1962.
*
Luis E. Miramontes moved from
UNAM
The National Autonomous University of Mexico ( es, Universidad Nacional Autónoma de México, UNAM) is a public research university in Mexico. It is consistently ranked as one of the best universities in Latin America, where it's also the bigges ...
to Syntex in 1950 as a researcher under Djerassi. Under the direction of Djerassi and Rosenkranz, he performed the last step of the first synthesis of an orally highly active
progestin
A progestogen, also referred to as a progestagen, gestagen, or gestogen, is a type of medication which produces effects similar to those of the natural female sex hormone progesterone in the body. A progestin is a '' synthetic'' progestogen. Pro ...
on 15 October 1951. The semi-synthetic steroid, norethisterone (19-Nor-17-alpha-ethynyltestosterone), was the first orally highly active progestin, which led to the development of the first
oral contraceptive pill Oral contraceptives, abbreviated OCPs, also known as birth control pills, are medications taken by mouth for the purpose of birth control.
Female
Two types of female oral contraceptive pill, taken once per day, are widely available:
* The combi ...
s.
* Albert Bowers joined Syntex, in 1956 as research group leader; went on to publish more than 90 scientific papers on steroid research and originated more than 120 U.S. patents. Bowers became president of Syntex in 1976, was chief executive officer from 1980 to 1989 and had served as chairman of the board, 1981-1990.
*
Jerzy Rzedowski worked as an explorer botanist. He later became the most prominent plant scientist in Mexico.
*
Ralph Dorfman Joined the company as a consultant in 1960, eventually serving as President of Syntex Research from 1967–1973
Birth control pill
Syntex submitted its compound to a laboratory in
Madison, Wisconsin
Madison is the county seat of Dane County, Wisconsin, Dane County and the capital city of the U.S. state of Wisconsin. As of the 2020 United States Census, 2020 census the population was 269,840, making it the second-largest city in Wisconsin b ...
, for biological evaluation, and found it was the most active, orally-effective progestational hormone of its time. Syntex submitted a patent application in November 1951. In August 1953,
G.D. Searle & Co. filed for a patent for the synthesis of the double-bond isomer 13 of norethindrone called
noretynodrel
Noretynodrel, or norethynodrel, sold under the brand name Enovid among others, is a progestin medication which was previously used in birth control pills and in the treatment of gynecological disorders but is now no longer marketed. It was availa ...
. Noretynodrel is converted into norethisterone under acidic conditions, such as those in the human
stomach
The stomach is a muscular, hollow organ in the gastrointestinal tract of humans and many other animals, including several invertebrates. The stomach has a dilated structure and functions as a vital organ in the digestive system. The stomach i ...
, and the new patent did not infringe on the Syntex patent. Searle obtained approval to market noretynodrel before Syntex received its approval. By 1964 three companies, including Syntex,
G.D. Searle
G.D. Searle, LLC is a wholly owned subsidiary of Pfizer. It is currently a trademark company and subsidiary of Pfizer, operating in more than 43 countries. It also operates as a distribution trademark for various pharmaceuticals that were develo ...
, and
Johnson & Johnson
Johnson & Johnson (J&J) is an American multinational corporation founded in 1886 that develops medical devices, pharmaceuticals, and consumer packaged goods. Its common stock is a component of the Dow Jones Industrial Average and the company i ...
under the
Ortho Pharmaceutical brand, were marketing 2-mg doses of the Syntex norethindrone.
Scientific misconduct
Syntex's submission of a fraudulent toxicology analysis of
naproxen
Naproxen is a nonsteroidal anti-inflammatory drug (NSAID) used to treat pain, menstrual cramps, inflammatory diseases such as rheumatoid arthritis, gout and fever. It is taken orally. It is available in immediate and delayed release formula ...
largely led to the
Food and Drug Administration
The United States Food and Drug Administration (FDA or US FDA) is a federal agency of the Department of Health and Human Services. The FDA is responsible for protecting and promoting public health through the control and supervision of food ...
's uncovering of extensive scientific misconduct by
Industrial Bio-Test Laboratories in 1976.
References
Further reading
*
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
''Steroids''. 1994 Jan;59(1):58-9
*
Max F. Perutz
Max Ferdinand Perutz (19 May 1914 – 6 February 2002) was an Austrian-born British molecular biologist, who shared the 1962 Nobel Prize for Chemistry with John Kendrew, for their studies of the structures of haemoglobin and myoglobin. He went ...
''I Wish I’d Made You Angry Earlier: Essays on Science, Scientists, and Humanity''. Cold Spring Harbor Laboratory Press 1998
*
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
''This Man's Pill: Reflections on the 50th Birthday of the Pill''. Oxford University Press 2001
*Lara V. Marks ''Sexual Chemistry: A History of the Contraceptive Pill''. New Haven, Conn., Yale University Press, 2001
*
Carl Djerassi
Carl Djerassi (October 29, 1923 – January 30, 2015) was an Austrian-born Bulgarian-American pharmaceutical chemist, novelist, playwright and co-founder of Djerassi Resident Artists Program with Diane Wood Middlebrook. He is best known for his ...
''Steroids Made It Possible''. American Chemical Society, Washington DC, 1990
{{Authority control
Roche
Pharmaceutical companies of Mexico
Manufacturing companies based in Mexico City
Companies of Panama
Life sciences industry